Color conversion composition, color conversion member, and light source unit, display and illumination

By using a color conversion composition containing a luminescent material and an optimized binder resin in the liquid crystal display and LED lighting device, the problem that color reproducibility and durability in the prior art is difficult to simultaneously improve, and the effects of high color purity and high durability are achieved.

CN119731563APending Publication Date: 2025-03-28TORAY INDUSTRIES INC
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Patent Information

Application Number
CN202380060425.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-09-28
Filing Date
2023-09-25
Publication Date
2025-03-28

AI Technical Summary

Technical Problem

The prior art is difficult to achieve the improvement of color reproducibility and durability in liquid crystal displays and LED lighting devices with high precision, high dynamic range and high contrast.

Method used

Using a color conversion composition comprising at least one luminescent material and a binder resin, the binder resin includes a star polymer, a graft polymer and a hyperbranched polymer, and by optimizing the composition of the luminescent material and the binder resin, the dispersion and heat resistance of the luminescent material are improved.

Benefits of technology

In liquid crystal displays and LED lighting devices, color reproducibility and durability are improved, and the color conversion components with high color purity and high durability are achieved.

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Abstract

A color conversion composition as one embodiment of the present invention is a color conversion composition containing at least one light-emitting material and a binder resin. The binder resin includes at least one branched polymer selected from the group consisting of star polymers, graft polymers, and hyperbranched polymers.
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Description

Technical Field

[0001] The present invention relates to a color conversion composition, a color conversion component, and a light source unit, a display, and a lighting device including the same. Background Art

[0002] Active research is underway to apply color conversion technology to liquid crystal displays, organic EL displays, lighting devices, etc. Color conversion refers to converting light from a light emitter into light with a longer wavelength, such as converting blue light into green or red light.

[0003] By forming a composition having the color conversion function (hereinafter referred to as the color conversion composition) into a sheet and combining it with a blue light source, for example, the three primary colors of blue, green, and red can be obtained from the blue light source, that is, white light can be obtained. By using such a white light source composed of a blue light source and a sheet having a color conversion function (hereinafter referred to as a color conversion sheet) as a light source unit such as a backlight unit, and combining the light source unit, a liquid crystal drive unit, and a color filter, a full-color display can be produced. In addition, the white light source combined with the blue light source and the color conversion sheet can also be directly used as a white light source (illumination device) such as LED lighting.

[0004] As a subject of liquid crystal displays using a color conversion method, the improvement of color reproducibility and durability can be cited. In order to improve color reproducibility, it is effective to narrow the half-value width of each light emission spectrum of blue, green, and red of the light source unit to improve the color purity of each color of blue, green, and red. As a means to solve this problem, for example, a color conversion material containing an organic fluorescent material has been proposed (for example, see patent documents 1 to 2). In addition, as a technology for improving durability, a technology for adding a light stabilizer (for example, see patent document 3) and a technology for improving durability by blocking oxygen (for example, see patent document 4) have been proposed.

[0005] Prior art literature

[0006] Patent Literature

[0007] Patent Document 1: Japanese Patent Application Publication No. 2010-61824

[0008] Patent Document 2: Japanese Patent Application Publication No. 2014-136771

[0009] Patent Document 3: Japanese Patent Application Publication No. 2019-50381

[0010] Patent Document 4: International Publication No. 2017 / 057287 Summary of the invention

[0011] Problems to be solved by the invention

[0012] Conventionally, color conversion compositions with excellent color reproducibility and relatively excellent durability can be obtained using the techniques described in Patent Documents 1 to 4. However, in recent years, with the development of high definition such as 4K and 8K, high dynamic range (HDR), and high contrast due to local dimming, the illuminance required of the light source unit of a liquid crystal display has increased, and higher durability has also been required for color conversion components.

[0013] The problem to be solved by the present invention is to achieve both improved color reproducibility and durability in a color conversion composition or a color conversion component (e.g., a color conversion sheet, etc.) used in a light source unit, a display such as a liquid crystal display, or a lighting device such as an LED lighting. In particular, an object of the present invention is to provide a color conversion component that achieves both high color purity light emission and high durability.

[0014] Means for solving problems

[0015] In order to solve the above problems and achieve the purpose, the present invention has a structure described in any one of the following [1] to

[17] .

[0016] That is, the color conversion composition of the present invention is characterized in that [1] it is a color conversion composition comprising at least one luminescent material and a binder resin, wherein the binder resin comprises at least one branched polymer selected from the group consisting of a star polymer, a graft polymer and a hyperbranched polymer.

[0017] In addition, the color conversion composition of the present invention is characterized in that [2] in the invention described in the above [1], the binder resin contains at least the star polymer, and the arm polymer of the star polymer is a polymer of at least one monomer selected from the group consisting of vinyl compounds, acrylic acid, acrylic esters, acrylamide, methacrylic acid, methacrylic esters and methacrylamide.

[0018] In addition, the color conversion composition of the present invention is characterized in that, [3] in the invention described in [1] or [2] above, the binder resin contains at least the star polymer, and the core portion of the star polymer is a portion containing any one of a sugar alcohol derivative, a cyclic siloxane derivative, and silsesquioxane.

[0019] In addition, the color conversion composition according to the present invention is characterized in that [4] in the invention described in [1] or [3] above, the binder resin contains at least the star polymer, and the core portion of the star polymer is a portion containing silsesquioxane.

[0020] In addition, the color conversion composition according to the present invention is characterized in that [5] in the invention described in any one of [1] to [4] above, the binder resin contains at least the star polymer, and the core portion of the star polymer is a portion containing a sugar alcohol derivative.

[0021] In addition, the color conversion composition according to the present invention is characterized in that [6] in the invention described in any one of [1] to [5] above, the acid value of the at least one branched polymer is 10 mgKOH / g or less.

[0022] In addition, the color conversion composition according to the present invention is characterized in that [7] in the invention described in any one of [1] to [6] above, the base value of the at least one branched polymer is 10 mgKOH / g or less.

[0023] In addition, the color conversion composition according to the present invention is characterized in that [8] in the invention described in any one of the above [1] to [7], the binder resin further contains a polymer of at least one monomer selected from the group consisting of acrylates, methacrylates and styrenes, or a hydrogenated product thereof, which is a resin that is not a star polymer, a graft polymer and a hyperbranched polymer.

[0024] In addition, the color conversion composition of the present invention is characterized in that [9] in the invention described in any one of the above [1] to [8], the binder resin further contains a resin that is not a star polymer, a graft polymer, or a hyperbranched polymer and has a glass transition temperature of 100° C. or higher.

[0025] In addition, the color conversion composition according to the present invention is characterized in that,

[10] in the invention described in any one of [1] to [9] above, the half-value width of the emission spectrum of the at least one luminescent material at the emission peak wavelength is 60 nm or less.

[0026] In addition, the color conversion composition according to the present invention is characterized in that

[11] in the invention described in any one of [1] to

[10] above, the at least one light-emitting material contains a compound having a partial structure represented by the general formula (1).

[0027] [Chemical formula 1]

[0028]

[0029] (In the general formula (1), B is a boron atom, N is a nitrogen atom, and C is a carbon atom. n is an integer of 0 to 2. When n is 0, the partial structure represented by the general formula (1) represents a direct bond structure between B and N.)

[0030] In addition, the color conversion composition according to the present invention is characterized in that,

[12] in the invention described in any one of the above [1] to

[11] , the at least one luminescent material contains at least one of the compound represented by the general formula (2), the compound represented by the general formula (3) and the compound represented by the general formula (4).

[0031] [Chemical formula 2]

[0032]

[0033] (In general formula (2), X is CR 7 or N. R 1 ~R 9 They may be the same as or different from each other and are substituents selected from hydrogen atoms, alkyl groups, cycloalkyl groups, heterocyclic groups, alkenyl groups, cycloalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, hydroxyl groups, mercapto groups, alkoxy groups, alkylthio groups, aryl ether groups, aryl thioether groups, halogen groups, cyano groups, aldehyde groups, carbonyl groups, carboxyl groups, oxycarbonyl groups, ester groups, carbamoyl groups, amide groups, sulfonyl groups, sulfonate groups, sulfonamide groups, amino groups, imino groups, nitro groups, silyl groups, siloxane groups, boron groups, phosphine oxide groups, and condensed rings and aliphatic rings formed with adjacent substituents. R 1 ~R 9 Each independently may be further substituted by the selected substituents, and these substituents may be further substituted by the selected substituents.)

[0034] [Chemical formula 3]

[0035]

[0036] (In the general formula (3) or (4), ring Za, ring Zb and ring Zc are each independently a substituted or unsubstituted aromatic ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring carbon atoms. Z 1 and Z 2 Each is independently an oxygen atom, NRa (a nitrogen atom having a substituent Ra) or a sulfur atom. 1 When NRa is present, the substituent Ra may be bonded to the ring Za or the ring Zb to form a ring. 2 When NRa is NRa, the substituent Ra may be bonded to the ring Za or the ring Zc to form a ring. E is a boron atom, a phosphorus atom, SiRa (a silicon atom having a substituent Ra), or P=O. 1 and E 2Each is independently BRa (boron atom having substituent Ra), PRa (phosphorus atom having substituent Ra), SiRa2 (silicon atom having two substituent Ra), P(=O)Ra2 (phosphine oxide having two substituent Ra) or P(=S)Ra2 (phosphine sulfide having two substituent Ra), C=O (carbonyl), S(=O) or S(=O)2. 1 When it is BRa, PRa, SiRa2, P(=O)Ra2 or P(=S)Ra2, the substituent Ra may be bonded to the ring Za or the ring Zb to form a ring. 2 When it is BRa, PRa, SiRa2, P(=O)Ra2 or P(=S)Ra2, the substituent Ra may bond to the ring Za or the ring Zc to form a ring. The substituent Ra is independently a substituent selected from a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a hydroxyl group, a mercapto group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, an ester group, a carbamoyl group, an amide group, a sulfonyl group, a sulfonate group, a sulfonamide group, an amino group, an imino group, a nitro group, a silyl group, a siloxane group, a boron group, a phosphine oxide group, and a condensed ring and an aliphatic ring formed with an adjacent substituent. In addition, the substituent Ra may be further substituted by the selected substituent, and these substituents may be further substituted by the selected substituent. )

[0037] In addition, the color conversion member according to the present invention is characterized in that

[13] comprises the color conversion composition or a cured product thereof according to any one of [1] to

[12] .

[0038] In addition, the light source unit according to the present invention is characterized in that

[14] comprises: a light source and the color conversion component described in

[13] above.

[0039] In addition, the light source unit according to the present invention is characterized in that,

[15] in the invention described in

[14] above, the light source is a light emitting diode or an organic electroluminescent element having a maximum light emission within a wavelength range of not less than 400 nm and not more than 500 nm.

[0040] In addition, the display according to the present invention is characterized in that

[16] it includes the light source unit described in

[14] or

[15] .

[0041] In addition, the lighting device according to the present invention is characterized in that

[17] includes the light source unit described in

[14] or

[15] .

[0042] Effects of the Invention

[0043] The color conversion composition and the color conversion member using the same according to the present invention achieve both high color purity luminescence and high durability, thereby achieving the effect of achieving both improvement in color reproducibility and improvement in durability. BRIEF DESCRIPTION OF THE DRAWINGS

[0044] [ Figure 1 ] Figure 1 It is a schematic cross-sectional view showing a first example of a color conversion member according to an embodiment of the present invention.

[0045] [ Figure 2 ] Figure 2 It is a schematic cross-sectional view showing a second example of the color conversion member according to the embodiment of the present invention.

[0046] [ Figure 3 ] Figure 3 It is a schematic cross-sectional view showing a third example of the color conversion member according to the embodiment of the present invention.

[0047] [ Figure 4 ] Figure 4 It is a schematic cross-sectional view showing a fourth example of the color conversion member according to the embodiment of the present invention.

[0048] [ Figure 5 ] Figure 5 It is a schematic cross-sectional view showing a fifth example of the color conversion member according to the embodiment of the present invention.

[0049] [ Figure 6 ] Figure 6 It is a schematic cross-sectional view showing a sixth example of the color conversion member according to the embodiment of the present invention. DETAILED DESCRIPTION

[0050] Preferred embodiments of the color conversion composition, color conversion member, and light source unit, display, and lighting device including the same according to the present invention are described in detail below. However, the present invention is not limited to the following embodiments and can be implemented with various modifications depending on the purpose and application.

[0051] <Color conversion composition>

[0052] A color conversion composition according to an embodiment of the present invention (hereinafter, sometimes referred to as the color conversion composition of the present invention) includes at least one luminescent material and a binder resin. In the color conversion composition, the binder resin includes at least one branched polymer selected from the group consisting of a star polymer, a graft polymer, and a hyperbranched polymer. Hereinafter, the luminescent material and the binder resin contained in the color conversion composition of the present invention are described in order.

[0053] <Luminescent Materials>

[0054] The color conversion composition according to the embodiment of the present invention contains at least one luminescent material. Here, the luminescent material in the present invention refers to a material that emits light having a wavelength different from the wavelength of a certain light when irradiated with the light.

[0055] As the luminescent material, for example, inorganic phosphors, fluorescent pigments, fluorescent dyes, quantum dots, etc. can be cited. The color conversion composition of the present invention may contain two or more of these luminescent materials. In order to achieve efficient color conversion, as the luminescent material, it is preferred to use a material that exhibits luminescent properties with high quantum yield, among which quantum dots and organic luminescent materials are preferably used. Furthermore, from the viewpoint of dispersion uniformity, reduced usage, and reduced environmental load, it is more preferred to use an organic luminescent material as the luminescent material.

[0056] Examples of the organic light-emitting material include the following materials. For example, preferred organic light-emitting materials include naphthalene, anthracene, phenanthrene, pyrene, Compounds having condensed aromatic rings such as naphthacene, triphenylene, perylene, fluoranthene, fluorene, indene, and derivatives thereof. In addition, preferred organic light-emitting materials include compounds having heteroaromatic rings such as furan, pyrrole, thiophene, thiole, 9-silafluorene, 9,9'-spirodisilafluorene, benzothiophene, benzofuran, indole, dibenzothiophene, dibenzofuran, imidazopyridine, phenanthroline, pyridine, pyrazine, naphthyridine, quinoxaline, pyrrolopyridine, and derivatives thereof, and borane derivatives thereof.

[0057] In addition, suitable organic light-emitting materials include stilbene derivatives such as 1,4-distyrylbenzene, 4,4'-bis(2-(4-diphenylaminophenyl)vinyl)biphenyl, 4,4'-bis(N-(stilbene-4-yl)-N-phenylamino)stilbene, aromatic acetylene derivatives, tetraphenylbutadiene derivatives, aldazine derivatives, pyrrole methylene derivatives, diketopyrrolo[3,4-c]pyrrole derivatives, etc. In addition, suitable organic light-emitting materials include coumarin derivatives such as coumarin 6, coumarin 7, and coumarin 153, azole derivatives such as imidazole, thiazole, thiadiazole, carbazole, oxazole, oxadiazole, and triazole, and metal complexes thereof, cyanine compounds such as indocyanine green, xanthene compounds such as fluorescein, eosin, and rhodamine, and thioxanthene compounds.

[0058] In addition, as suitable organic light-emitting materials, polyphenylene compounds, naphthalimide derivatives, phthalocyanine derivatives and metal complexes thereof, porphyrin derivatives and metal complexes thereof, oxazine compounds such as Nile Red and Nile Blue, helicene compounds, aromatic amine derivatives such as N,N'-diphenyl-N,N'-di(3-methylphenyl)-4,4'-diphenyl-1,1'-diamine, etc. can be cited. In addition, as suitable organic light-emitting materials, organic metal complex compounds such as iridium (Ir), ruthenium (Ru), rhodium (Rh), palladium (Pd), platinum (Pt), osmium (Os), europium (Eu), and rhenium (Re) can be cited. However, the organic light-emitting materials in the present invention are not limited to the above materials.

[0059] The organic light-emitting material may be a fluorescent material or a phosphorescent material. In order to achieve high color purity, a fluorescent material is preferred. As described above, in order to improve color reproducibility, the half-value width of the emission spectrum of each of blue, green, and red is preferably small. Therefore, the half-value width of the emission spectrum of at least one light-emitting material contained in the color conversion composition of the present invention at the emission peak wavelength is preferably 60 nm or less, more preferably 50 nm or less.

[0060] As one embodiment of the present invention, from the viewpoint of emitting light with high color purity, the at least one light-emitting material preferably contains a compound having a partial structure represented by the general formula (1).

[0061] [Chemical formula 4]

[0062]

[0063] In the general formula (1), B is a boron atom, N is a nitrogen atom, and C is a carbon atom. n is an integer of 0 to 2. When n is 0, the partial structure represented by the general formula (1) represents a structure in which B and N are directly bonded.

[0064] The compound having the partial structure represented by the general formula (1) emits light with high color purity due to the interaction between the Lewis-acidic boron atom and the Lewis-basic nitrogen atom.

[0065] In addition, as one of the embodiments of the present invention, from the perspective of exhibiting luminescence with high color purity and good durability, the above-mentioned at least one luminescent material preferably contains at least one of the compound represented by general formula (2), the compound represented by general formula (3) and the compound represented by general formula (4).

[0066] [Chemical formula 5]

[0067]

[0068] In the general formula (2), X is CR 7 or N. R1 ~R 9 They may be the same as or different from each other and are substituents selected from hydrogen atoms, alkyl groups, cycloalkyl groups, heterocyclic groups, alkenyl groups, cycloalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, hydroxyl groups, mercapto groups, alkoxy groups, alkylthio groups, aryl ether groups, aryl thioether groups, halogen groups, cyano groups, aldehyde groups, carbonyl groups, carboxyl groups, oxycarbonyl groups, ester groups, carbamoyl groups, amide groups, sulfonyl groups, sulfonate groups, sulfonamide groups, amino groups, imino groups, nitro groups, silyl groups, siloxane groups, boron groups, phosphine oxide groups, and condensed rings and aliphatic rings formed with adjacent substituents. R 1 ~R 9 Each independently may be further substituted by a substituent selected from the above substituents. 1 ~R 9 Each of the substituents may be further substituted with a substituent selected from the above-mentioned substituents.

[0069] [Chemical formula 6]

[0070]

[0071] In the general formula (3) or (4), Ring Za, Ring Zb and Ring Zc are each independently a substituted or unsubstituted aromatic ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring carbon atoms.

[0072] In the general formula (3), Z 1 and Z 2 Each is independently an oxygen atom, NRa (a nitrogen atom having a substituent Ra) or a sulfur atom. 1 When NRa is present, the substituent Ra may be bonded to the ring Za or the ring Zb to form a ring. 2 When it is NRa, the substituent Ra may be bonded to the ring Za or the ring Zc to form a ring. E is a boron atom, a phosphorus atom, SiRa (silicon atom having a substituent Ra), or P=O.

[0073] In the general formula (4), E 1 and E 2 Each is independently BRa (boron atom having substituent Ra), PRa (phosphorus atom having substituent Ra), SiRa2 (silicon atom having two substituent Ra), P(=O)Ra2 (phosphine oxide having two substituent Ra) or P(=S)Ra2 (phosphine sulfide having two substituent Ra), C=O (carbonyl), S(=O) or S(=O)2. 1 When it is BRa, PRa, SiRa2, P(=O)Ra2 or P(=S)Ra2, the substituent Ra may be bonded to the ring Za or the ring Zb to form a ring. 2In the case of BRa, PRa, SiRa2, P(=O)Ra2 or P(=S)Ra2, the substituent Ra may be bonded to the ring Za or the ring Zc to form a ring.

[0074] The above-mentioned substituents Ra are each independently selected from hydrogen atoms, alkyl groups, cycloalkyl groups, heterocyclic groups, alkenyl groups, cycloalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, hydroxyl groups, mercapto groups, alkoxy groups, alkylthio groups, aryl ether groups, aryl thioether groups, halogen, cyano groups, aldehyde groups, carbonyl groups, carboxyl groups, oxycarbonyl groups, ester groups, carbamoyl groups, amide groups, sulfonyl groups, sulfonate groups, sulfonamide groups, amino groups, imino groups, nitro groups, silyl groups, siloxane groups, boron groups, phosphine oxide groups, and condensed rings and aliphatic rings formed between adjacent substituents. In addition, the substituents Ra can be further substituted by substituents selected from the above-mentioned substituents. The substituents substituted by the substituents Ra can be further substituted by substituents selected from the above-mentioned substituents.

[0075] In all the above groups, hydrogen may be deuterium. This also applies to the compounds or partial structures described below. In addition, in this specification, for example, a substituted or unsubstituted aryl group having 6 to 40 carbon atoms refers to an aryl group having 6 to 40 carbon atoms including the carbon atoms contained in the substituent substituted in the aryl group. The same applies to other substituents having a specified carbon number.

[0076] The term "unsubstituted" in the case of "substituted or unsubstituted" refers to the case of substitution with a hydrogen atom or a deuterium atom. The same applies to the case of "substituted or unsubstituted" in the compounds or partial structures described below.

[0077] In addition, among all the above groups, as the substituent in the case of being substituted, there can be mentioned an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a hydroxyl group, a mercapto group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, an ester group, a carbamoyl group, an amide group, a sulfonyl group, a sulfonate group, a sulfonamide group, an imino group, an amino group, a nitro group, a silyl group, a siloxane group, a boron group, or a phosphine oxide group, etc. In addition, these substituents may be further substituted by the above substituents.

[0078] Alkyl represents saturated aliphatic hydrocarbon groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, etc., which may have a substituent or may not have a substituent. There is no particular restriction on the additional substituent in the case of being substituted, for example, alkyl, halogen, aryl, heteroaryl, etc. can be cited, and this aspect is also the same in the following description. In addition, the carbon number of the alkyl is not particularly limited, and from the aspect of the ease of obtaining and the cost, it is preferably a scope of more than 1 and less than 20, and more preferably a scope of more than 1 and less than 8.

[0079] The cycloalkyl group represents a saturated alicyclic hydrocarbon group such as cyclopropyl, cyclohexyl, norbornyl, adamantyl, etc., which may or may not have a substituent. The number of carbon atoms in the alkyl part is not particularly limited, but is preferably in the range of 3 or more and 20 or less.

[0080] The heterocyclic group represents an aliphatic ring having atoms other than carbon in the ring, such as a pyran ring, a piperidine ring, and a cyclic amide, and may or may not have a substituent. The number of carbon atoms in the heterocyclic group is not particularly limited, but is preferably in the range of 2 or more and 20 or less.

[0081] The alkenyl group represents an unsaturated aliphatic hydrocarbon group containing a double bond, such as a vinyl group, an allyl group, and a butadienyl group, and these may or may not have a substituent. The number of carbon atoms in the alkenyl group is not particularly limited, but is preferably in the range of 2 or more and 20 or less.

[0082] The cycloalkenyl group represents an unsaturated alicyclic hydrocarbon group containing a double bond, such as cyclopentenyl, cyclopentadienyl, and cyclohexenyl, and may or may not have a substituent. The number of carbon atoms in the cycloalkenyl group is not particularly limited, but is preferably in the range of 3 or more and 20 or less.

[0083] The alkynyl group represents an unsaturated aliphatic hydrocarbon group containing a triple bond, such as an ethynyl group, and may or may not have a substituent. The number of carbon atoms in the alkynyl group is not particularly limited, but is preferably in the range of 2 or more and 20 or less.

[0084] The alkoxy group represents a functional group such as methoxy, ethoxy, propoxy, etc., to which an aliphatic hydrocarbon group is bonded via an ether bond, and the aliphatic hydrocarbon group may or may not have a substituent. The number of carbon atoms in the alkoxy group is not particularly limited, but is preferably in the range of 1 or more and 20 or less.

[0085] The alkylthio group is a group in which the oxygen atom of the ether bond of the alkoxy group is replaced by a sulfur atom. The hydrocarbon group of the alkylthio group may or may not have a substituent. The number of carbon atoms in the alkylthio group is not particularly limited, but is preferably in the range of 1 to 20.

[0086] The aryl ether group represents a functional group to which an aromatic hydrocarbon group is bonded via an ether bond, such as a phenoxy group, and the aromatic hydrocarbon group may or may not have a substituent. The number of carbon atoms in the aryl ether group is not particularly limited, but is preferably in the range of 6 or more and 40 or less.

[0087] The aryl thioether group is a group in which the oxygen atom of the ether bond of the aryl ether group is substituted with a sulfur atom. The aromatic hydrocarbon group in the aryl thioether group may or may not have a substituent. The number of carbon atoms in the aryl thioether group is not particularly limited, but is preferably in the range of 6 or more and 40 or less.

[0088] The aryl group represents, for example, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthryl, anthracenyl, triphenylenyl, benzanthryl, The aromatic hydrocarbon groups include phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrenyl, fluoranthenyl, triphenylene, benzofluoranthenyl, dibenzoanthryl, perylene, spiroenyl, etc. Among them, phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, phenanthryl, anthracenyl, pyrenyl, fluoranthenyl, triphenylene. The aryl group may or may not have a substituent. The number of carbon atoms in the aryl group is not particularly limited, and is preferably in the range of 6 to 40, and more preferably in the range of 6 to 30.

[0089] In addition, the aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, and an anthracenyl group, more preferably a phenyl group, a biphenyl group, a terphenyl group, and a naphthyl group, further preferably a phenyl group, a biphenyl group, and a terphenyl group, and particularly preferably a phenyl group.

[0090] When each substituent is further substituted with an aryl group, the aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, or an anthracenyl group, more preferably a phenyl group, a biphenyl group, a terphenyl group, or a naphthyl group, and particularly preferably a phenyl group.

[0091] The heteroaryl group represents a cyclic aromatic group having atoms other than carbon in one or more rings, for example, pyridyl, furyl, thienyl, quinolyl, isoquinolyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, naphthyridinyl, cinnolinyl, phthalazinyl, quinoxalinyl, quinazolinyl, benzofuranyl, benzothienyl, indolyl, dibenzofuranyl, dibenzothienyl, carbazolyl, benzocarbazolyl, carbolyl, indolecarbazolyl, benzofuranocarbazolyl, benzothiophenocarbazolyl, dihydroindenocarbazolyl, benzoquinolyl, acridinyl, dibenzoacridinyl, benzimidazolyl, imidazopyridinyl, benzoxazolyl, benzothiazolyl, phenanthrolinyl, etc. Among them, naphthyridinyl represents any one of 1,5-naphthyridinyl, 1,6-naphthyridinyl, 1,7-naphthyridinyl, 1,8-naphthyridinyl, 2,6-naphthyridinyl, and 2,7-naphthyridinyl. The heteroaryl group may or may not have a substituent. The number of carbon atoms in the heteroaryl group is not particularly limited, but is preferably in the range of 2 to 40, and more preferably in the range of 2 to 30.

[0092] In addition, as the heteroaryl group, pyridyl, furyl, thienyl, quinolyl, pyrimidinyl, triazine, benzofuranyl, benzothienyl, indolyl, dibenzofuranyl, dibenzothienyl, carbazolyl, benzimidazolyl, imidazopyridyl, benzoxazolyl, benzothiazolyl, phenanthrolinyl are preferred, pyridyl, furyl, thienyl, quinolyl are more preferred, and pyridyl is particularly preferred.

[0093] When each substituent is further substituted by a heteroaryl group, the heteroaryl group is preferably a pyridyl group, a furyl group, a thienyl group, a quinolyl group, a pyrimidinyl group, a triazine group, a benzofuranyl group, a benzothienyl group, an indolyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a benzimidazolyl group, an imidazopyridyl group, a benzoxazolyl group, a benzothiazolyl group, or a phenanthroline group, more preferably a pyridyl group, a furyl group, a thienyl group, or a quinolyl group. A pyridyl group is particularly preferred.

[0094] Halogen represents an atom selected from fluorine, chlorine, bromine and iodine. In addition, carbonyl, carboxyl, oxycarbonyl, ester, carbamoyl, amide and imino groups may or may not have a substituent. Here, as a substituent, for example, an alkyl group, a cycloalkyl group, an aryl group, a heteroaryl group and the like can be cited, and these substituents may be further substituted.

[0095] Sulfonyl, sulfonate, and sulfonamide refer to -S(=O)2R 10 、-S(=O)2OR 10 、-S(=O)2NR 10 R 11 These R 10 and R 11 Each is selected from a hydrogen atom or the same group as the substituents mentioned above when substituted.

[0096] The amino group is a substituted or unsubstituted amino group. As the substituent in the case of substitution, for example, an aryl group, a heteroaryl group, a straight-chain alkyl group, and a branched-chain alkyl group can be cited. As the aryl group and the heteroaryl group, a phenyl group, a naphthyl group, a pyridyl group, and a quinolyl group are preferred. These substituents may be further substituted. The number of carbon atoms is not particularly limited, but is preferably in the range of 2 to 50, more preferably in the range of 6 to 40, and particularly preferably in the range of 6 to 30.

[0097] The silyl group includes, for example, alkyl silyl groups such as trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, propyldimethylsilyl, and vinyldimethylsilyl; and aryl silyl groups such as phenyldimethylsilyl, tert-butyldiphenylsilyl, triphenylsilyl, and trinaphthylsilyl. The substituent on silicon may be further substituted. The number of carbon atoms in the silyl group is not particularly limited, but is preferably in the range of 1 to 30.

[0098] Siloxane represents a silicon compound group formed via an ether bond, such as trimethylsiloxane. The substituent on silicon may be further substituted. In addition, boron is a substituted or unsubstituted boron. As a substituent in the case of substitution, for example, aryl, heteroaryl, straight-chain alkyl, branched alkyl, aryl ether, alkoxy, and hydroxyl can be cited. Among them, aryl and aryl ether are preferred.

[0099] The phosphine oxide group is -P(=O)R10 R 11 The group represented by phosphine oxide group R 10 and R 11 Each is selected from a hydrogen atom or the same group as the substituents mentioned above when substituted.

[0100] In the compound represented by the general formula (2), any two adjacent substituents (for example, R 2 and R 3 ) can be bonded to each other to form a conjugated or non-conjugated condensed ring or aliphatic ring. As the constituent elements of such condensed ring or aliphatic ring, in addition to carbon, an element selected from nitrogen, oxygen, sulfur, phosphorus and silicon may also be included. In addition, the above-mentioned condensed ring or aliphatic ring may be further condensed with other rings.

[0101] The compounds represented by general formula (2), (3) and (4) each exhibit high fluorescence quantum yield and a small half-value width of the emission spectrum at the peak wavelength of emission, thereby being able to achieve both efficient color conversion and high color purity.

[0102] Furthermore, the compounds represented by the general formula (2), the compounds represented by the general formula (3), and the compounds represented by the general formula (4) can adjust various characteristics and properties such as luminous efficiency, color purity, thermal stability, light stability, and dispersibility by introducing appropriate substituents at appropriate positions. 1 , R 3 , R 4 and R 6 Compared with the case where all atoms are hydrogen, R 1 , R 3 , R 4 and R 6 The case where at least one of the groups is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted ester group shows better thermal stability and light stability.

[0103] In the general formula (2), R 1 , R 3 , R 4 and R 6 Preferred examples of are methyl, ethyl, isopropyl, tert-butyl, cyclohexyl, phenyl, biphenyl, terphenyl, naphthyl, pyridyl, quinolyl, methyl ester, ethyl ester, and phenyl ester. These groups may be further substituted. 1 , R 3 , R 4 and R 6 They can be the same or different from each other.

[0104] In the general formula (2), R8 and R 9 Preferably, R is fluorine, a fluorine-containing alkyl group, a fluorine-containing heteroaryl group or a fluorine-containing aryl group, a fluorine-containing alkoxy group, a fluorine-containing aryloxy group, a fluorine-containing heteroaryloxy group, or a cyano group. In particular, from the perspective of being stable to the excitation light and being able to obtain a higher fluorescence quantum yield, R 8 and R 9 More preferred is fluorine or cyano.

[0105] In the general formula (2), from the viewpoint of light stability, X is preferably CR 7 In addition, from the viewpoint of providing a higher fluorescence quantum yield and being less susceptible to thermal decomposition and from the viewpoint of photostability, it is preferred that in the general formula (2), X is CR 7 , R 7 is a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group. Among them, R is preferred because it can suppress the decrease in photostability caused by excessive increase in the torsion of the carbon-carbon bond. 7 is substituted or unsubstituted phenyl.

[0106] Furthermore, R in the general formula (2) 7 In the case of a group having a structure represented by the following general formula (5), by appropriately increasing R 7 The volume of the fluorescent light source can suppress the decrease of fluorescence quantum yield caused by concentration quenching. In addition, R 7 The reactivity of the carbon atom to which it is bonded can be increased, thereby improving the photostability. 7 The structure represented by the general formula (5) is particularly preferred.

[0107] [Chemical formula 7]

[0108]

[0109] In the general formula (5), r is selected from the group consisting of a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a mercapto group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, an ester group, a carbamoyl group, an amide group, an amino group, an imino group, a nitro group, a silyl group, a siloxane group, a boron group, and a phosphine oxide group. k is an integer of 1 to 3. When k is 2 or more, r may be the same or different.

[0110] From the viewpoint of moderately large volume and further suppressing the reduction of fluorescence quantum yield, r in general formula (5) is preferably a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, and more preferably a substituted or unsubstituted aryl group. Among the aryl groups, phenyl and naphthyl are particularly preferred. As substituents in the case where these aryl groups are substituted, alkyl, heterocyclic group, alkenyl group, hydroxyl, alkoxyl group, aryl ether group, aryl, heteroaryl, halogen, cyano group, carboxyl group, ester group can be cited. These groups can be further substituted. When r in general formula (5) is an aryl group, k in general formula (5) is preferably 1 or 2, and more preferably 2.

[0111] In addition, from the viewpoint of controlling the fluorescence wavelength, absorption wavelength, and improving the compatibility with the solvent, r in the general formula (3) is preferably a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, or a halogen group. Among them, from the viewpoint of dispersibility, tert-butyl group and methoxy group are particularly preferred as r.

[0112] In addition, from the viewpoint of suppressing the aggregation of light-emitting materials due to thermal diffusion and the associated decrease in quantum yield, in the general formula (2), R 1 ~R 7 At least one of them is a substituent with a moderately large volume. Among them, R 2 , R 5 , R 7 At least one of them is a substituent with a moderately large volume, and R is particularly preferred. 2 , R 5 , R 7 All are moderately bulky substituents.

[0113] As R 2 and R 5 The substituent with a moderately large volume can be, for example, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted ester group. As the above-mentioned bulky substituent, a substituted or unsubstituted ester group is more preferably a substituted or unsubstituted aryl ester group, and a substituted or unsubstituted phenyl ester group is particularly preferably. Among them, as the above-mentioned bulky substituent, a phenyl ester group substituted by an aryl group is suitable.

[0114] In addition, as R 7 The substituent having a moderately large volume may be, for example, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group. Among them, a substituted or unsubstituted phenyl group is more preferred, and the group represented by the above general formula (5) is particularly preferred.

[0115] In another embodiment of the compound represented by the general formula (2), preferably R 1 ~R 7At least one of them is an electron withdrawing group. Particularly preferably: (1) R 1 ~R 6 At least one of R is an electron withdrawing group; (2) R 7 is an electron-withdrawing group; or (3) R 1 ~R 6 At least one of them is an electron withdrawing group and R 7 The electron-withdrawing group is introduced into the compound represented by the general formula (2), thereby significantly reducing the electron density of the central skeleton. Therefore, the stability of the compound to oxygen can be further improved, and as a result, the durability of the luminescent material containing the compound can be further improved.

[0116] The so-called electron-withdrawing group, also known as an electron-accepting group, is an atomic group that uses the inductive effect and the resonance effect to attract electrons from the substituted atomic group in the organic electronic theory. As the electron-withdrawing group, there can be cited a group that takes a positive value as the substituent constant (σp(para)(σp(para))) of the Hammett equation. The substituent constant (σp(para)) of the Hammett equation can be cited from the fifth edition of the revised version of the basic version of the Chemical Handbook (II-380 pages) (Chemical Handbook Basic Version Revised Version 5 (II-380 pages)). It should be noted that there are also examples where the phenyl group also takes a positive value as mentioned above, but the electron-withdrawing group of the present invention does not include the phenyl group.

[0117] Examples of electron withdrawing groups include: -F (σp: +0.20), -Cl (σp: +0.28), -Br (σp: +0.30), -I (σp: +0.30), -CO2R 12 (σp:R 12 +0.45 for ethyl), -CONH 2 (σp:+0.38)、-COR 12 (σp:R 12 +0.49 for methyl), -CF3 (σp: +0.51), -SO2R 12 (σp:R 12 When it is a methyl group, it is +0.69), -NO2 (σp: +0.81), etc. 12 Each independently represents a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 1 to 30 carbon atoms. Specific examples of these groups include the same examples as described above.

[0118] Preferred electron-withdrawing groups include fluorine, fluorine-containing aryl groups, fluorine-containing heteroaryl groups, fluorine-containing alkyl groups, substituted or unsubstituted acyl groups, substituted or unsubstituted ester groups, substituted or unsubstituted amide groups, substituted or unsubstituted sulfonyl groups or cyano groups, because these groups are not easily chemically decomposed.

[0119] As more preferred electron-withdrawing groups, fluorinated alkyl groups, substituted or unsubstituted acyl groups, substituted or unsubstituted ester groups or cyano groups can be cited. The reason is that these groups can prevent concentration quenching and improve the quantum yield of luminescence. Particularly preferred electron-withdrawing groups are substituted or unsubstituted ester groups.

[0120] In another embodiment of the compound represented by the general formula (2), preferably R 1 With R 2 , R 2 With R 3 , R 4 With R 5 , and R 5 With R 6 At least one of the structures in the above compound is any one of the ring structures in the following general formulae (6A) to (6D). Each ring structure represented by each of the general formulae (6A) to (6D) has a double bond. Therefore, by introducing any one of the ring structures into the above compound, the conjugation can be expanded to make the light emission longer in wavelength. Furthermore, by utilizing the ring structure introduced into the above compound, the double bond site can be fixed to the central skeleton by chemical bonds, thereby suppressing excessive structural relaxation in the excited state and obtaining light emission with good color purity.

[0121] [Chemical formula 8]

[0122]

[0123] In the general formulas (6A) to (6D), R 101 , R 102 and R 201 ~R 204 R in the above general formula (2) 1 ~R 7 Ar is a substituted or unsubstituted aromatic hydrocarbon ring, or a substituted or unsubstituted aromatic heterocyclic ring. In addition, in each ring structure represented by general formulae (6A) to (6D), R 101 With R 102 A ring may be formed. "*" in the general formulae (6A) to (6D) represents a linking portion to the pyrromethene skeleton.

[0124] For example, in the compound represented by the general formula (2), preferably R 1 With R 2 , and R 2 With R 3One of the two groups is a ring structure of any of the general formulae (6A) to (6D), wherein R 4 , R 5 and R 6 The structure of is not a ring structure between adjacent groups. 2 With R 3 When the structure is a ring structure represented by the general formula (6D) and R 7 In the case of an aryl group, the aryl group is more preferably selected from a substituted or unsubstituted phenyl group or an aryl group having a structure in which two or more rings are condensed.

[0125] As another example of the compound represented by the general formula (2), R 1 With R 2 , and R 2 With R 3 One of the two groups is a ring structure of any of the general formulae (6A) to (6D), wherein R 4 With R 5 , and R 5 With R 6 One of the two groups is a ring structure of any one of the general formulae (6A) to (6D). 2 With R 3 , and R 5 With R 6 When both structures are ring structures of the general formula (6D) and R 7 In the case of an aryl group, the aryl group is more preferably selected from a substituted or unsubstituted phenyl group or an aryl group having a structure in which two or more rings are condensed.

[0126] In the ring structure represented by the general formula (6D), Ar is preferably a substituted or unsubstituted benzene ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted pyridine ring, a substituted or unsubstituted pyrimidine ring, or a substituted or unsubstituted pyrazine ring. Furthermore, when Ar is a substituted or unsubstituted benzene ring, thermal stability and photochemical stability are improved, so Ar in the general formula (6D) is preferably a substituted or unsubstituted benzene ring.

[0127] In the general formulas (6A) to (6D), R 101 and R 102 When it is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, the compound represented by the general formula (2) exhibits better thermal stability and light stability, and is therefore preferred. 101 and R 102 When R is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, the fluorescence quantum yield is improved. 101 and R 102, preferably a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. If specific examples of these preferred substituents are given, as alkyl groups, methyl, ethyl, isopropyl, and tert-butyl groups can be mentioned, and as aryl groups, phenyl groups can be mentioned. Among them, methyl and phenyl groups are particularly preferred from the perspective of ease of synthesis and dispersibility. If these groups are the substituents, quenching caused by the aggregation of molecules is suppressed.

[0128] In the general formulae (6A) to (6D), R 101 With R 102 A ring can be formed. 101 With R 102 The formation of a ring suppresses structural relaxation and enables sharp luminescence. In addition, the thermal vibration of the entire molecule is suppressed, thereby improving thermal stability. 101 With R 102 A preferred example of the case where they form a ring is the case where they form a spirofluorene ring. 101 and R 102 Both are benzene rings and they form a ring structure.

[0129] As one of the preferred examples of the compound represented by the general formula (2), the following can be mentioned: 1 , R 3 , R 4 and R 6 All of the above may be the same or different, and are substituted or unsubstituted phenyl. Furthermore, X is CR 7 , R 7 is a substituted or unsubstituted phenyl group. In this case, R 1 , R 3 , R 4 , R 6 and R 7 More preferably, at least one of them is a phenyl group substituted with a methoxy group.

[0130] Another preferred example of the compound represented by the general formula (2) is the following: 1 , R 3 , R 4 and R 6 All of the above may be the same or different, and are substituted or unsubstituted alkyl groups. Furthermore, X is CR 7 , R 7 is a substituted or unsubstituted phenyl group. In this case, R 2 and R 5 They may be the same as or different from each other, and are more preferably a substituted or unsubstituted ester group, and further preferably a substituted or unsubstituted aryl ester group.

[0131] Another preferred example of the compound represented by the general formula (2) is the following: 2 With R 3 The structure is a ring structure represented by the general formula (6D), wherein Ar in the general formula (6D) is a substituted or unsubstituted benzene ring, and R in the general formula (6D) is 101 and R 102 They may be the same or different and are substituted or unsubstituted alkyl or substituted or unsubstituted phenyl. R in the general formula (2) 7 is a substituted or unsubstituted phenyl group. In this case, R 4 and R 6 They may be the same or different, and are more preferably substituted or unsubstituted phenyl. 101 With R 102 Form a ring.

[0132] As the luminescent material used in the color conversion composition of the present invention, a luminescent material that emits delayed fluorescence can also be suitably used. Here, the luminescent material that emits delayed fluorescence is explained in "Advanced Organic EL" (edited by Chiba Ya and Hiroshi Fujimoto, published by CMC Publishing) on ​​pages 87 to 103. In this document, it is explained as follows: By making the energy level of the excited singlet state of the luminescent material close to the energy level of the excited triplet state, the reverse energy transfer from the excited triplet state, which usually has a low transition probability, to the excited singlet state occurs efficiently, resulting in thermally activated delayed fluorescence (TADF). In addition, in this document, Figure 5 The generation mechanism of delayed fluorescence is described in . The light emission of delayed fluorescence can be confirmed by transient PL (Photo Luminescence) measurement.

[0133] In addition, it has been reported that by aligning the energy level of the excited singlet state of the luminescent material with the energy level of the excited triplet state, the reverse energy transfer from the excited triplet state to the excited singlet state can be accelerated (Nature Photonics volume 14, pages 643-649 (2020)). Furthermore, research on compounds whose excited triplet state has a higher energy level than the excited singlet state of the luminescent material is also actively underway.

[0134] In this specification, a luminescent material that efficiently transitions from an excited triplet state to an excited singlet state and emits fluorescence, including a luminescent material exhibiting thermally activated delayed fluorescence, is referred to as a "luminescent material emitting delayed fluorescence". In addition, hereinafter, this "luminescent material emitting delayed fluorescence" may be abbreviated as a "delayed fluorescence material".

[0135] Generally, fluorescence is emitted from an excited singlet state generated after the luminescent material is excited by light, and the luminescent material in the excited triplet state generated by intersystem crossing is thermally deactivated at room temperature. Therefore, the luminescent material in the excited triplet state does not emit fluorescence. On the other hand, as described above, even if the luminescent material that emits delayed fluorescence generates an excited triplet state, it emits fluorescence after being quickly converted to an excited singlet state. Therefore, the excited triplet state that cannot contribute to luminescence in a conventional fluorescent luminescent material can also contribute to fluorescent luminescence. Therefore, high-efficiency luminescence can be obtained.

[0136] In addition, the triplet excited state luminescent material is highly reactive and has a long life span, so it is easy to react with the surrounding molecules. For example, in the presence of oxygen, oxygen with high reactivity and high mobility becomes an energy acceptor from the triplet excited state luminescent material, and generates singlet oxygen, which causes the oxidative degradation of the luminescent material. On the other hand, in the absence of oxygen, the molecules around the luminescent material will become the acceptors of the above energy. That is, even in the absence of oxygen and the generation of singlet oxygen, if the highly reactive triplet excited state luminescent material exists for a long time, the luminescent material will deteriorate due to the reaction between the luminescent material and the molecules around it.

[0137] However, when the luminescent material in the triplet excited state is a delayed fluorescent material, the delayed fluorescent material in the triplet excited state quickly changes to the delayed fluorescent material in the singlet excited state. Therefore, the degradation of the delayed fluorescent material caused by the reaction between the triplet excited state delayed fluorescent material and the surrounding molecules is not easy to occur, and the delayed fluorescent material can show excellent durability. That is, in order to show high durability, the anti-intersystem crossing of the luminescent material from the triplet excited state to the singlet excited state is as fast as possible. For example, the rate constant of the anti-intersystem crossing is preferably 1.0×10 2 s -1 above.

[0138] As a molecular design that makes the energy level of the excited singlet state close to the energy level of the excited triplet state, it is effective to bond the electron-donating skeleton to the electron-accepting skeleton in the same molecule. Thus, the HOMO (Highest occupied molecular orbital) orbital and the LUMO (Lowest unoccupied molecular orbital) orbital can be separated in the molecule. The electron-donating skeleton and the electron-accepting skeleton can be bonded directly or through a connecting group. As the connecting group at this time, a skeleton containing an aromatic hydrocarbon is preferred.

[0139] In the compound containing the partial structure represented by the general formula (1), the electron-donating nitrogen atom and the electron-accepting boron atom are arranged at close positions in the molecule. The compound containing such a partial structure is a compound that can separate the HOMO orbital from the LUMO orbital by utilizing the multiple resonance effect. In order to clearly separate the HOMO orbital from the LUMO orbital and bring the energy level of the excited singlet state closer to the energy level of the excited triplet state, the luminescent material preferably contains two or more partial structures represented by the general formula (1) in the molecule.

[0140] The compounds represented by the general formula (3) and the compounds represented by the general formula (4) are also compounds in which the electron-donating atom and the electron-accepting atom are arranged at close positions in the molecule, and the HOMO orbital and the LUMO orbital can be separated by the multiple resonance effect.

[0141] In the general formula (3) and the general formula (4), examples of the substituted or unsubstituted aromatic ring having 6 to 30 ring carbon atoms in ring Za, ring Zb and ring Zc include benzene ring, naphthalene ring, phenanthrene ring, Aromatic hydrocarbon rings such as anthracene ring, pyrene ring, etc. are preferably used. Among them, from the viewpoint of ensuring solubility, a benzene ring is preferred. In addition, as a heteroaromatic ring having 5 to 30 ring carbon atoms, an aromatic heteroaromatic ring structure such as a pyridine ring, a quinoline ring, and a phenanthroline ring can be cited. Among them, from the viewpoint of the ease of obtaining raw materials and the difficulty of synthesis, a pyridine ring is preferred.

[0142] In the general formula (3) and the general formula (4), the substituent Ra is preferably a group having 6 to 40 carbon atoms including the substituent. The substituent Ra is preferably a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group, and more preferably a substituted or unsubstituted aryl group. Examples of the substituted or unsubstituted aryl group include substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, etc. Among them, substituted or unsubstituted phenyl is more preferred.

[0143] If the π-conjugated system of the delayed fluorescent material is expanded, the anti-intersystem crossing from the excited triplet state to the excited singlet state can be more efficiently performed, so that the durability can be further improved. Therefore, it is preferable as a light-emitting material included in the color conversion material of the present invention. From this point of view, in the general formula (3), Z 1 and Z 2 In the case of an oxygen atom or NRa, the π-conjugated system is efficiently expanded, which is preferred.

[0144] As described above, since the π-conjugated system is efficiently expanded, it is preferred that E in the general formula (3) is a boron atom, and it is preferred that E in the general formula (4) is 1 and E 2In the general formula (3) and the general formula (4), when the ring Za, the ring Zb and the ring Zc are benzene rings, the π-conjugated system is efficiently expanded, which is preferred.

[0145] Regarding the compounds represented by the general formula (3) and the compounds represented by the general formula (4), for example, as described in the literature Adv. Mater., 2016, 28, 2777-2781, the HOMO orbital and the LUMO orbital can be separated by the multiple resonance effect by optimally arranging the electron-donating amine nitrogen atom and the electron-accepting boron atom. From the viewpoint of making it easier to emit delayed fluorescence by clearly separating the HOMO orbital and the LUMO orbital and bringing the energy level of the excited singlet state closer to the energy level of the excited triplet state, in the general formula (3), it is preferred that E is a boron atom with strong electron-accepting property, and Z 1 and Z 2 They are all groups with strong electron donating properties, namely NRa.

[0146] In addition, the luminescence spectrum of each of the compound represented by the general formula (3) and the compound represented by the general formula (4) is sharper than that of the compound formed by bonding an electron-donating skeleton to an electron-accepting skeleton due to the multiple resonance effect. Therefore, by making the luminescent material contained in the color conversion composition of the present invention a compound represented by the general formula (3) or the general formula (4), luminescence with high color purity can be obtained. That is, the compound represented by the general formula (3) or the general formula (4) is advantageous for improving the color gamut of the display, and is therefore preferred as the luminescent material. In addition, the compound represented by the general formula (3) or the general formula (4) has ring Za, ring Zb, and ring Zc around the E atom in the general formula (3) or the general formula (4) where the LUMO is mainly localized, so that the LUMO orbital can be spread from the E atom to each ring rather than being localized. By delocalizing the LUMO orbital, the multiple resonance effect works efficiently, so that luminescence with higher color purity can be obtained. It should be noted that the above-mentioned E atom is an atom of E in the general formula (3) and is E in the general formula (4). 1 and E 2 of each atom.

[0147] Furthermore, in the general formula (3) and the general formula (4), it is more preferable that the substituent Ra forms a structure bonded to at least one of the rings Za, Zb, and Zc. This is because by bonding the substituent Ra to at least one of the rings Za, Zb, and Zc, it is expected that E in the general formula (3) and E in the general formula (4) will 1 and E 2 The stereoprotection effect is further improved, and the effect of inhibiting the decrease in fluorescence quantum yield is further improved.

[0148] Examples of the compound represented by the general formula (2), the compound represented by the general formula (3), and the compound represented by the general formula (4) are shown below. However, these compounds are not limited to the following compounds.

[0149] [Chemical formula 9]

[0150]

[0151] [Chemical formula 10]

[0152]

[0153] [Chemical formula 11]

[0154]

[0155] [Chemical formula 12]

[0156]

[0157] [Chemical formula 13]

[0158]

[0159] [Chemical formula 14]

[0160]

[0161] [Chemical formula 15]

[0162]

[0163] [Chemical formula 16]

[0164]

[0165] [Chemical formula 17]

[0166]

[0167] [Chemical formula 18]

[0168]

[0169] [Chemical formula 19]

[0170]

[0171] [Chemical formula 20]

[0172]

[0173] [Chemical formula 21]

[0174]

[0175] [Chemical formula 22]

[0176]

[0177] [Chemical formula 23]

[0178]

[0179] The color conversion composition of the present invention preferably contains the luminescent material (a) shown below. The luminescent material (a) is a luminescent material that exhibits luminescence with a peak wavelength observed in a region of 500 nm to less than 580 nm by using excitation light with a wavelength in the range of 400 nm to 500 nm. Hereinafter, luminescence with a peak wavelength observed in a region of 500 nm to less than 580 nm is referred to as "green luminescence". Generally speaking, the greater the energy of the excitation light, the easier it is to cause decomposition of the material. However, the excitation light with a wavelength in the range of 400 nm to 500 nm has a relatively small excitation energy. Therefore, green luminescence with good color purity can be obtained without causing decomposition of the luminescent material (a) in the color conversion composition.

[0180] In addition, the color conversion composition of the present invention preferably contains at least one of the luminescent material (a) and the luminescent material (b) as shown below. As described above, the luminescent material (a) is a luminescent material that exhibits luminescence with a peak wavelength of 500 nm or more and less than 580 nm by using excitation light with a wavelength in the range of 400 nm or more and 500 nm or less. The luminescent material (b) is a luminescent material that exhibits luminescence with a peak wavelength observed in a region of 580 nm or more and 750 nm or less by being excited by at least one of the excitation light with a wavelength in the range of 400 nm or more and 500 nm or the luminescence from the luminescent material (a). Hereinafter, luminescence with a peak wavelength observed in a region of 580 nm or more and 750 nm or less is referred to as "red luminescence".

[0181] A portion of the excitation light in the wavelength range of 400 nm to 500 nm partially transmits the color conversion composition or color conversion component (component containing the color conversion composition or its cured product) of the present invention. Therefore, when a blue LED with a sharp emission peak is used, a sharp emission spectrum is exhibited for each of the blue, green, and red colors, and white light with good color purity can be obtained. As a result, a more vivid and larger color gamut can be efficiently formed, especially in displays. In addition, in lighting applications, compared with the currently mainstream white LED obtained by combining a blue LED with a yellow phosphor, the emission characteristics in the green and red regions are improved, and therefore, a preferred white light source with improved color rendering can be obtained.

[0182] Examples of the light-emitting material (a) include coumarin derivatives such as coumarin 6, coumarin 7, and coumarin 153, cyanine derivatives such as indocyanine green, fluorescein, fluorescein isothiocyanate, and fluorescein diacetate, phthalocyanine derivatives such as phthalocyanine green, perylene derivatives such as diisobutyl-4,10-dicyanoperylene-3,9-dicarboxylate, pyrromethene derivatives, stilbene derivatives, oxazine derivatives, naphthalimide derivatives, pyrazine derivatives, benzimidazole derivatives, benzoxazole derivatives, benzothiazole derivatives, imidazopyridine derivatives, azole derivatives, and compounds having a condensed aromatic ring such as anthracene or their derivatives; aromatic amine derivatives; and organic metal complex compounds. In addition, the compound having a partial structure represented by the general formula (1), the compound represented by the general formula (2), the compound represented by the general formula (3), and the compound represented by the general formula (4) also emit light with high color purity, and are therefore suitable as the light-emitting material contained in the color conversion composition of the present invention. The color conversion composition of the present invention may contain two or more of these as at least one light-emitting material.

[0183] Examples of the light-emitting material (b) include cyanine derivatives such as 4-dicyanomethylidene-2-methyl-6-(p-dimethylaminophenylvinyl)-4H-pyran, rhodamine derivatives such as rhodamine B, rhodamine 6G, rhodamine 101, and sulforhodamine 101, pyridine derivatives such as 1-ethyl-2-(4-(p-dimethylaminophenyl)-1,3-butadienyl)-pyridinium perchlorate, perylene derivatives such as N,N'-bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxyperylene-3,4:9,10-bisdicarboimide, and porphyrin derivatives, pyrromethene derivatives, oxazine derivatives, pyrazine derivatives, compounds having a condensed aromatic ring such as tetracene or dibenzodiindenoperylene, or their derivatives, and organic metal complex compounds. In addition, the compound having a partial structure represented by the general formula (1), the compound represented by the general formula (2), the compound represented by the general formula (3), and the compound represented by the general formula (4) also emit light with high color purity, and are therefore suitable as the light-emitting material contained in the color conversion composition of the present invention. The color conversion composition of the present invention may contain two or more of them as at least one light-emitting material.

[0184] As described above, in order to improve color reproducibility, it is preferred that the half-value width of the luminescent spectrum of each color of blue, green, and red is small, and in particular, a small half-value width of the luminescent spectrum of green light and red light is effective for improving color reproducibility. For example, the half-value width of the luminescent spectrum of the above-mentioned luminescent material (a) is preferably 50 nm or less, more preferably 40 nm or less, further preferably 35 nm or less, and particularly preferably 30 nm or less. The half-value width of the luminescent spectrum of the above-mentioned luminescent material (b) is preferably 60 nm or less, more preferably 50 nm or less, further preferably 45 nm or less, and particularly preferably 40 nm or less.

[0185] The content of the luminescent material in the color conversion composition of the present invention can be selected based on the molar absorption coefficient, fluorescence quantum yield and absorption intensity at the excitation wavelength of the compound, as well as the thickness and transmittance of the color conversion component (color conversion sheet, etc.) to be produced. Here, the content of the luminescent material refers to the total content when the color conversion composition of the present invention contains two or more luminescent materials. The content of the luminescent material is preferably 1.0×10 -2 Parts by weight to 5 parts by weight.

[0186] In addition, when the color conversion composition of the present invention contains both the light-emitting material (a) that emits green light and the light-emitting material (b) that emits red light, part of the green light is converted into red light. Therefore, the content of the light-emitting material (a) is preferably less than 1:1. a , and the content of luminescent material (b) w b w a ≥w b In addition, the content ratio w of these luminescent materials (a) and luminescent materials (b) is a :w b The preferred ratio is 200:1 to 3:1. a And content w b It is a weight percentage relative to the weight of the binder resin contained in the color conversion composition of the present invention.

[0187] In addition to the compounds exemplified above, the luminescent material contained in the color conversion composition of the present invention may contain other compounds as needed. For example, in order to improve the energy transfer efficiency from the excitation light to the luminescent material, the luminescent material may contain an auxiliary dopant. In addition, when it is desired to add luminescent color, the color conversion composition of the present invention may further contain the above-mentioned organic luminescent material, inorganic phosphor, fluorescent pigment, fluorescent dye, quantum dot and other known luminescent materials.

[0188] An example of an organic light-emitting material other than the compounds exemplified above (the compound represented by the general formula (2), the compound represented by the general formula (3), and the compound represented by the general formula (4)) is shown below. However, the organic light-emitting material is not particularly limited to these.

[0189] [Chemical formula 24]

[0190]

[0191] <Binder Resin>

[0192] The color conversion composition of the present invention further comprises a binder resin in addition to the above-mentioned at least one luminescent material. In the color conversion composition of the present invention, the binder resin comprises at least one branched polymer selected from the group consisting of star polymers, graft polymers and hyperbranched polymers.

[0193] A star polymer is a polymer having a structure in which three or more polymer chains (hereinafter sometimes referred to as arm polymers) extend radially from a common central portion (hereinafter sometimes referred to as a core portion). A graft polymer is a polymer having a structure in which polymer chains (hereinafter sometimes referred to as side chain polymers) extend from a linear polymer as side chains. A hyperbranched polymer is a multibranched polymer obtained by one-step polymerization of a multifunctional monomer having two or more functional groups, and is a polymer having a branch point in a repeating unit and a structure in which the molecular chain extends three-dimensionally.

[0194] By making the color conversion composition of the present invention contain at least one of these branched polymers, the luminescent material can be better dispersed in the color conversion composition or its cured product. Furthermore, even at high temperatures, the diffusion of the luminescent material in the color conversion composition can be suppressed, and the change in the dispersion state of the luminescent material can be suppressed, thereby suppressing the change in the characteristics of the color conversion component containing the color conversion composition or its cured product. In particular, when a molecular material such as an organic luminescent material is used as a luminescent material, it is easier to diffuse due to heat than nanoparticles such as inorganic phosphors and quantum dots, so the improvement effect brought by the inclusion of a branched polymer is large. Among them, for the above-mentioned compound having a partial structure represented by the general formula (1), the compound represented by the general formula (2), the compound represented by the general formula (3) and the compound represented by the general formula (4), if the molecules in the excited state are close to each other, or the molecules in the excited state are close to the molecules in the ground state, the luminescent characteristics change significantly. Therefore, it is preferable to use the above-mentioned branched polymer to suppress the change in the dispersion state of these compounds (luminescent materials) in the color conversion composition.

[0195] The color conversion composition of the present invention may contain a mixture of two or more of a star polymer, a graft polymer, and a hyperbranched polymer as a binder resin. In addition, the color conversion composition of the present invention may contain two or more of the same branched polymers, such as when containing two star polymers.

[0196] In addition, from the viewpoint of dispersion of the light-emitting material at high temperature, the binder resin of the color conversion composition of the present invention preferably contains at least a star polymer among the branched polymers. The star polymer is believed to be able to exhibit high dispersion assisting ability by wrapping the light-emitting material with three or more arm polymers extending radially from its core.

[0197] As the polymer material constituting the arm polymer of the star polymer, a polymer material having excellent molding processability, transparency, heat resistance, etc. is preferred. From the viewpoint of the dispersibility of the luminescent material, the arm polymer of the star polymer is preferably a polymer of at least one monomer selected from the group consisting of vinyl compounds, acrylic acid, acrylic esters, acrylamide, methacrylic acid, methacrylic esters, and methacrylamide. When the polymer is a copolymer of multiple monomers, the copolymerization form may be random polymerization or block polymerization.

[0198] As the arm polymer of the star polymer, a more preferred polymer is a polymer of at least one monomer selected from the group consisting of vinyl compounds having a ring structure, acrylic acid, acrylic acid ester, methacrylic acid and methacrylic acid ester. A further preferred polymer is a polymer of at least one monomer selected from the group consisting of vinyl compounds having an alicyclic structure or an aromatic ring structure, acrylic acid ester and methacrylic acid ester. Among them, from the viewpoint that the glass transition temperature of the arm polymer part becomes higher and the dispersed state of the light-emitting material can be maintained at high temperature, copolymers of vinyl compounds having an alicyclic structure and methacrylic acid ester and polymers of methacrylic acid ester are particularly preferred.

[0199] In the binder resin contained in the color conversion composition of the present invention, the description of the constituent materials of the arm polymer of the star polymer described above is also common to the respective polymer materials constituting the graft polymer and the hyperbranched polymer.

[0200] In the binder resin in the color conversion composition of the present invention, the branched polymer contained in at least one of the binder resins preferably has fewer acidic functional groups and basic functional groups. The reason is that when these functional groups are fewer, the exchange of charges with the light-emitting material becomes less, and thus it is less likely to affect the light-emitting properties of the light-emitting material. In particular, when a molecular material such as an organic light-emitting material is used as a light-emitting material, the change in light-emitting properties caused by the exchange of electrons is large, so the branched polymer preferably has fewer acidic functional groups and basic functional groups, and preferably fewer basic functional groups.

[0201] Examples of acidic functional groups include carboxyl (-COOH), sulfo (-SO3H), sulfate (-OSO3H), phosphono (-PO(OH)2), phosphonooxy (-OPO(OH)2), hydroxyphosphoryl (-PO(OH)-), and sulfhydryl (-SH). In addition, examples of basic functional groups include primary amino, secondary amino, tertiary amino, ammonium, imino, and nitrogen-containing heterocyclic groups such as pyridine, pyrimidine, pyrazine, imidazole, and triazole.

[0202] The acid value of at least one branched polymer contained in the binder resin is preferably 10 mgKOH / g or less, more preferably 1 mgKOH / g or less, further preferably 0.1 mgKOH / g or less, particularly preferably 0.01 mgKOH / g or less.

[0203] The base value of the at least one branched polymer is preferably 10 mgKOH / g or less, more preferably 1 mgKOH / g or less, further preferably 0.1 mgKOH / g or less, particularly preferably 0.01 mgKOH / g or less.

[0204] The acid value and base value of the branched polymer can be determined by, for example, measuring using the method specified in Japanese Industrial Standard K2501-2003.

[0205] As the formation method of the arm polymer of the star polymer and the side chain polymer of the graft polymer, known polymerization methods such as free radical polymerization, cationic polymerization, anionic polymerization, and polycondensation can be applied. In this formation method, additional reactions such as hydrolysis and hydrogenation after polymerization can also be cited. Among the above-mentioned polymerization methods, living polymerization is preferred because it can form a homogeneous polymer chain and can show a homogeneous dispersion auxiliary ability. In particular, from the viewpoint of easy adjustment of the primary structure and easy adjustment of the physical properties, atom transfer radical polymerization (ATRP) and reversible addition fragmentation chain transfer (RAFT) polymerization are more preferred.

[0206] The polymerization catalyst for ATRP is not particularly limited, but preferably a metal catalyst containing at least one metal element selected from copper (Cu), iron (Fe), cobalt (Co), chromium (Cr), manganese (Mn), molybdenum (Mo), silver (Ag), zinc (Zn), palladium (Pd), rhodium (Rh), platinum (Pt), ruthenium (Ru), iridium (Ir), ytterbium (Yb), samarium (Sm), rhenium (Re), neodymium (Nd), and nickel (Ni) is used. Among them, Cu is suitable from the viewpoint of being inexpensive and having a good balance between activity and stability.

[0207] In addition, as the ligand of the above-mentioned metal catalyst, it is not particularly limited, and preferably a pyridine compound, an alkylamine compound, a bipyridine compound, and a pyridyl methane imine compound are used. As a pyridine compound, for example, tris (2-pyridylmethyl) amine (TPMA), N, N, N', N'-tetra (2-pyridylmethyl) ethylenediamine (TPEN) and the like can be cited. As an alkylamine compound, for example, tris [2- (dimethylamino) ethyl] amine (Me6TREN), N, N, N', N ", N "-pentamethyldiethylenetriamine (PMDETA) and the like can be cited. As a bipyridine compound, for example, 4, 4'-di-tert-butyl-2, 2'-pyridine (dBdby) and the like can be cited. As a pyridyl methane imine compound, for example, N-butyl-2-pyridylmethyl imine (Butyl-PMI) and the like can be cited.

[0208] In the binder resin contained in the color conversion composition of the present invention, the star polymer preferably has a small amount of residual polymerization catalyst and impurities derived from the polymerization catalyst. If the residual amount is small, when the star polymer is used for optical purposes such as color conversion, the change of optical properties such as yellowing over time can be reduced. In order to reduce the residual amount, it is preferred to reduce the amount of metal catalyst used during polymerization. For example, when the amount of the monomer added to the reaction solution is 100, the amount of metal atoms in the metal catalyst used is preferably 0.1 or less. It is more preferably 0.05 or less, further preferably 0.01 or less, and particularly preferably 0.001 or less.

[0209] In ATRP, suitable polymerization methods include the ICAR (initiators for continuous activator regeneration) method and the ARGET (activators regenerated by electron transfer) method, which can reduce the amount of metal catalyst used by adding a reducing agent to regenerate the metal catalyst.

[0210] The core of the star polymer is a site having three or more substitution sites that become starting points of the arm polymers. That is, the number of arm polymers per core is three or more, more preferably four or more, and even more preferably six or more.

[0211] As the core of the star polymer, there is no particular limitation, and the parts including sugar alcohol derivatives, the parts including cyclic siloxane derivatives, the parts including silsesquioxane, microgels, etc. can be cited. As sugar alcohol derivatives, for example, triols such as glycerol, threitol such as erythritol, threitol (threitol), arabinitol (arabinitol), xylitol, arabinitol, pentitols such as iditol, galactitol, glucose alcohol, hexitols such as mannitol, heptitols such as heptols such as heptol, mannoheptaol, octitols such as erythritol galactooctitol, inositol, cyclotols such as quercetin, pentaglycerol, pentaerythritol, dipentaerythritol, etc. can be cited. As cyclic siloxane derivatives, for example, cyclotetrasiloxane, cyclopentasiloxane, etc. can be cited. Among them, from the viewpoint of high glass transition temperature (Tg) and high compatibility with resin, the core is preferably a part including silsesquioxane. The silsesquioxane is preferably a cage silsesquioxane derivative such as octasilsesquioxane, decasilsesquioxane, dodecasilsesquioxane, etc. The core portion is preferably a site containing a sugar alcohol derivative from the viewpoint of being relatively inexpensive, exhibiting appropriate polarity, and having high affinity with the light-emitting material.

[0212] The polydispersity of the molecular weight of the star polymer is not particularly limited, but is preferably 1.0 to 2.0. By making the polydispersity smaller, the star polymer can be uniformly dispersed in the color conversion composition of the present invention or the color conversion component containing the color conversion composition, and can exhibit a high dispersion assisting ability. The polydispersity of the molecular weight of the star polymer is more preferably 1.0 to 1.5, further preferably 1.0 to 1.3, and particularly preferably 1.0 to 1.2. Here, the polydispersity can be obtained from the calculation formula of Mw / Mn based on the number average molecular weight Mn and the weight average molecular weight Mw. In addition, the number average molecular weight Mn and the weight average molecular weight Mw can be measured by GPC analysis based on Japanese Industrial Standard (JIS standard) JIS K7252-3 (2008) using a commercially available measuring instrument (for example, a GPC analyzer manufactured by Tosoh Corporation (trade name HLC-8220)).

[0213] Specific examples of star polymers are not particularly limited, and include polymers described in Chem. Rev. 2016, 116, 6743., etc., and polymers obtained by changing a part of their structure. These resins can be synthesized by known methods. In addition, commercially available products can also be used as these resins.

[0214] In the color conversion composition of the present invention, the binder resin in the color conversion composition preferably contains at least a star polymer. As one embodiment of at least one branched polymer contained in the binder resin, the core of the star polymer is preferably a site containing any one of a sugar alcohol derivative, a cyclic siloxane derivative, and a silsesquioxane. On this basis, the arm polymer of the star polymer is preferably a polymer of at least one monomer selected from the group consisting of vinyl compounds, acrylic acid, acrylic esters, acrylamide, methacrylic acid, methacrylic esters, and methacrylamide. Furthermore, the molecular weight polydispersity of the star polymer is preferably 2.0 or less. In this case, the molecular weight polydispersity is more preferably 1.5 or less. In addition, the base value of the star polymer is more preferably 10 mgKOH / g or less.

[0215] In addition, as another embodiment of the at least one branched polymer in the color conversion composition of the present invention, the core portion of the star polymer contained in the binder resin is preferably a portion containing octasilsesquioxane. On this basis, the arm polymer of the star polymer is preferably a polymer of at least one monomer selected from the group consisting of acrylic acid, acrylic acid ester, methacrylic acid and methacrylic acid ester. Furthermore, the acid value of the star polymer is preferably 10 mgKOH / g or less, the base value of the star polymer is preferably 10 mgKOH / g or less, and the molecular weight polydispersity of the star polymer is preferably 2.0 or less. In this case, the base value is more preferably 1 mgKOH / g or less. In addition, the molecular weight polydispersity is more preferably 1.5 or less.

[0216] In addition, as another embodiment of the at least one branched polymer in the color conversion composition of the present invention, the core of the star polymer contained in the binder resin is preferably a site containing a sugar alcohol derivative. On this basis, the arm polymer of the star polymer is preferably a polymer of at least one monomer selected from the group consisting of acrylic acid, acrylic acid ester, methacrylic acid and methacrylic acid ester. Furthermore, the acid value of the star polymer is preferably 10 mgKOH / g or less, the base value of the star polymer is preferably 10 mgKOH / g or less, and the molecular weight polydispersity of the star polymer is preferably 2.0 or less. In this case, the base value is more preferably 1 mgKOH / g or less. In addition, the molecular weight polydispersity is more preferably 1.5 or less.

[0217] In addition, as another embodiment of the at least one branched polymer in the color conversion composition of the present invention, the core portion of the star polymer contained in the binder resin is preferably a portion containing a cyclic siloxane derivative. On this basis, the arm polymer of the star polymer is preferably a polymer of at least one monomer selected from the group consisting of acrylic acid, acrylic acid ester, methacrylic acid and methacrylic acid ester. Furthermore, the acid value of the star polymer is preferably 10 mgKOH / g or less, the base value of the star polymer is preferably 10 mgKOH / g or less, and the polydispersity of the molecular weight of the star polymer is preferably 2.0 or less. In this case, the base value is more preferably 1 mgKOH / g or less. In addition, the polydispersity of the molecular weight is more preferably 1.5 or less.

[0218] In the color conversion composition of the present invention, the binder resin in the color conversion composition may include at least a graft polymer. As another embodiment of the at least one branched polymer included in the binder resin, the side chain polymer of the graft polymer is preferably a polymer of at least one monomer selected from the group consisting of acrylic acid, acrylic acid ester, methacrylic acid and methacrylic acid ester. On this basis, the acid value of the graft polymer is preferably 10 mgKOH / g or less, and the base value of the graft polymer is preferably 10 mgKOH / g or less. In this case, the base value is more preferably 1 mgKOH / g or less.

[0219] In addition, as one embodiment of the method for producing a branched polymer contained in the binder resin of the color conversion composition of the present invention, it is preferred to include a polymerization step of forming a plurality of polymer chains by ATRP using a Cu catalyst. In the polymerization step, the amount of Cu atoms used is preferably 0.1 or less relative to 100 of the amount of the monomer added to the reaction solution.

[0220] As one of the embodiments of the present invention, 50% or more of the resin in 100% by mass of the binder resin contained in the color conversion composition is preferably at least one branched polymer selected from the group consisting of a star polymer, a graft polymer, and a hyperbranched polymer. As a result, the luminescent material in the color conversion composition is more easily captured in the complex structure of multiple polymer chains of the branched polymer, and thus becomes a well-dispersed state. In this case, as 50% or more of the resin in 100% by mass of the binder resin, two or more of these branched polymers can be mixed and used. From the viewpoint of increasing the complex structure of the polymer chain and improving the dispersion stability, the content of the branched polymer in the binder resin is more preferably 70% or more by mass, and further preferably 80% or more by mass. In addition, the binder resin also preferably contains only the above-mentioned branched polymer.

[0221] In addition, as an example of the composition of the binder resin contained in the color conversion composition of the present invention, there can be mentioned a composition of the binder resin containing at least one branched polymer selected from the group consisting of star polymers, graft polymers, and hyperbranched polymers, and at least one resin that does not belong to any of these branched polymers (hereinafter referred to as "resin that does not belong to branched polymers"). In this case, it is possible to achieve both the dispersion assistance of the light-emitting material by the branched polymer and the improvement of the moldability and heat resistance of the color conversion composition by other resins (resin that does not belong to branched polymers). Therefore, it is preferred.

[0222] As the resin that is not a branched polymer, it is preferred to use a material having excellent molding processability, transparency, heat resistance, etc. For example, as the material (resin), there can be cited photocurable resist materials having reactive vinyl groups such as acrylic acid, methacrylic acid, polyvinyl cinnamate, polyimide, and cyclic rubber, epoxy resins, silicone resins (including organic polysiloxane cured products (crosslinked products) such as silicone rubber and silicone gel), urea resins, fluororesins, polycarbonate resins, acrylic resins, methacrylic resins, polyimide resins, cyclic olefins, polyethylene terephthalate resins, polypropylene resins, polystyrene resins, urethane resins, melamine resins, polyvinyl resins, polyamide resins, phenolic resins, polyvinyl alcohol resins, cellulose resins, aliphatic ester resins, aromatic ester resins, aliphatic polyolefin resins, aromatic polyolefin resins, hydrogenated styrene resins, resins having a fluorene skeleton in a repeating unit, and copolymers thereof. In the color conversion composition of the present invention, the binder resin may contain two or more of these.

[0223] Among these resins, acrylic resin, copolymer resin containing acrylate or methacrylate part, polyester resin, cycloolefin resin, epoxy resin, and silicone resin are preferred from the viewpoint of transparency and dispersibility of the light-emitting material. In addition, hydrogenated styrene resin, resin having a fluorene skeleton, and copolymer resin containing these resins can also be preferably used from the viewpoint of heat resistance.

[0224] In particular, from the viewpoint of taking into account both the dispersibility and heat resistance of the luminescent material, as a resin that does not belong to a branched polymer, it is preferably a polymer of at least one monomer selected from the group consisting of acrylates, methacrylates and styrenes or a hydride thereof. That is, the binder resin in the color conversion composition of the present invention preferably further contains, in addition to the above-mentioned at least one branched polymer, a polymer of at least one monomer selected from the group consisting of acrylates, methacrylates and styrenes as a resin that does not belong to a branched polymer or a hydride thereof. Among them, in the present invention, a hydride represents a compound having a structure obtained by a hydrogenation reaction, that is, a reaction in which hydrogen atoms are added to a multiple bond site using hydrogen gas or the like as a reducing agent. For example, a hydride of an acrylic-styrene copolymer resin represents a resin having a structure in which a part or all of the benzene rings of styrene derived from the acrylic-styrene copolymer resin form a cyclohexane ring. There is no particular limitation on the hydrogenation rate of the hydride. These resins (the above-mentioned polymers or hydrides thereof) can be obtained, for example, by copolymerizing each raw material monomer in the presence of a polymerization initiator. In addition, as the resin, a commercially available product can also be used.

[0225] In addition, as the resin that does not belong to the branched polymer, thermosetting resin, photosetting resin, thermoplastic resin, etc. can be cited. Since the thermoplastic resin has few reactive functional groups and few reactive impurities such as polymerization initiators and crosslinking agents, it is not easy to hinder the luminescence of the luminescent material. Therefore, the thermoplastic resin is suitable for use as the resin that does not belong to the branched polymer. In addition, from the viewpoint of heat resistance, thermosetting resin and photosetting resin are suitable for use.

[0226] When the resin that does not belong to the branched polymer is a thermoplastic resin, it is preferred that the Tg of the resin is 100° C. or higher from the viewpoint of suppressing the thermal diffusion and molecular motion of the light-emitting material. That is, the binder resin in the color conversion composition of the present invention preferably contains, in addition to the at least one branched polymer described above, a resin that is a resin that does not belong to the branched polymer and has a Tg of 100° C. or higher. The Tg of the resin is more preferably 110° C. or higher, and particularly preferably 120° C. For example, the glass transition temperature of the thermoplastic resin can be measured by a commercially available measuring instrument (for example, a differential scanning calorimeter manufactured by Seiko Instruments Inc. (trade name DSC6220, heating rate 0.5° C. / min)).

[0227] As one embodiment of the present invention, the resin that is not a branched polymer is preferably a polymer of at least one monomer selected from the group consisting of acrylates, methacrylates, and styrenes, or a hydrogenated product thereof, and has a Tg of 100° C. or higher. In this case, the Tg is more preferably 110° C. or higher, and particularly preferably 120° C. or higher.

[0228] These resins can be obtained by methods such as copolymerizing each raw material monomer in the presence of a polymerization initiator. In addition, as the resin, a commercially available product can be used. As commercially available resins, for example, the DianaL (trademark) series (for example BR-80, BR-83, BR-85, BR-88) manufactured by Mitsubishi Chemical Corporation, the Optimas (trademark) series (for example Optimas6500, Optimas7500) manufactured by Mitsubishi Gas Chemical Corporation, the Estyrene (registered trademark) MS series (for example MS-200) manufactured by NIPPON STEEL Chemical & Material Corporation, the Cevian MAS series (for example MAS30F) manufactured by Daicel Miraizu Corporation, the Denka TX Polymer series (for example TX-100S) manufactured by Denka Corporation, etc. can be cited. However, the resin is not limited thereto.

[0229] As one embodiment of the present invention, 50% by mass or more of the resin in 100% by mass of the binder resin contained in the color conversion composition is preferably a resin that does not belong to the branched polymer. In this case, the moldability and heat resistance of the color conversion composition can be improved. In addition, in this case, from the viewpoint of maintaining the dispersion assisting effect of the light-emitting material brought by the branched polymer, the proportion of the branched polymer in the binder resin is preferably 0.1% by mass or more, more preferably 1% by mass or more, further preferably 5% by mass or more, and particularly preferably 10% by mass or more.

[0230] <Additives>

[0231] The color conversion composition of the present invention may contain additives as other components in addition to the above-mentioned at least one luminescent material and the binder resin. Examples of the additives include fillers, light stabilizers, antioxidants, processing and heat stabilizers, light resistance stabilizers such as ultraviolet absorbers, dispersants and / or leveling agents for stabilizing the coating film, scattering agents, plasticizers, crosslinking agents such as epoxy compounds, curing agents such as amines, acid anhydrides, and imidazoles, pigments, and adhesion aids such as silane coupling agents as film surface modifiers.

[0232] Examples of fillers include fine particles such as fumed silica, glass powder, and quartz powder, titanium oxide, zirconium oxide, barium titanate, zinc oxide, and silicone fine particles. The color conversion composition of the present invention may contain two or more of these as fillers.

[0233] As the light stabilizer, for example, tertiary amines, catechol derivatives, at least one transition metal selected from the group consisting of nickel (Ni), scandium (Sc), vanadium (V), manganese (Mn), iron (Fe), cobalt (Co), copper (Cu), yttrium (Y), zirconium (Zr), molybdenum (Mo), silver (Ag) and lanthanide elements, complexes or salts with organic acids can be cited, but there is no particular limitation. In addition, these light stabilizers can be used alone or in combination of multiple types.

[0234] Examples of the antioxidant include phenolic antioxidants such as 2,6-di-tert-butyl-p-cresol and 2,6-di-tert-butyl-4-ethylphenol, but the antioxidant is not particularly limited thereto. These antioxidants may be used alone or in combination of two or more.

[0235] As processing and heat stabilizers, for example, phosphorus stabilizers such as tributyl phosphite, tricyclohexyl phosphite, triethylphosphine, and diphenylbutylphosphine can be cited, but are not particularly limited thereto. In addition, these stabilizers can be used alone or in combination of multiple types.

[0236] Examples of the light resistance stabilizer include benzotriazoles such as 2-(5-methyl-2-hydroxyphenyl)benzotriazole and 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole, but are not particularly limited thereto. These light resistance stabilizers may be used alone or in combination of two or more.

[0237] As scattering particles, for example, inorganic particles having a refractive index of 1.7 to 2.8 are preferred. Examples of such inorganic particles include titanium dioxide, zirconium oxide, aluminum oxide, cerium oxide, tin oxide, indium oxide, iron oxide, zinc oxide, aluminum nitride, aluminum, tin, titanium or zirconium sulfide, titanium or zirconium hydroxide, and the like.

[0238] In the color conversion composition of the present invention, the content of these additives can also be set according to the molar absorption coefficient, fluorescence quantum yield and absorption intensity at the excitation wavelength of the compound, as well as the size, thickness and transmittance of the color conversion component to be produced. The lower limit of the content of these additives is preferably 1.0×10 -3 parts by weight or more, more preferably 1.0×10 -2 Parts by weight or more, particularly preferably 1.0×10 -1 The upper limit of the content of these additives is preferably 30 parts by weight or less, more preferably 15 parts by weight or less, and particularly preferably 10 parts by weight or less, based on 100 parts by weight of the binder resin.

[0239] <Solvent>

[0240] The color conversion composition of the present invention may further contain a solvent in addition to at least one luminescent material and a binder resin, etc. as described above. As the solvent, it is preferred that the viscosity of the resin in the flowing state be adjusted and that the luminescence and durability of the luminescent material be not excessively affected. As such a solvent, for example, water, 2-propanol, ethanol, toluene, methyl acetate, ethyl acetate, propyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, hexane, cyclohexane, tetrahydrofuran, acetone, terpineol, Texanol, 1,2-dimethoxyethane, methyl cellosolve, ethyl cellosolve, butyl carbitol, butyl carbitol acetate, 1-methoxy-2-propanol, propylene glycol monomethyl ether acetate, etc. may be cited. One of these solvents may be used in the color conversion composition of the present invention, or two or more of these solvents may be mixed and used. Among these solvents, toluene, methyl ethyl ketone, methyl acetate, ethyl acetate, and tetrahydrofuran are preferably used because there is less residual solvent after drying.

[0241] In the color conversion member described below according to the embodiment of the present invention, from the viewpoint of further improving the durability of the color conversion member, the amount of residual solvent in the color conversion layer of the color conversion member (the amount of solvent remaining in the color conversion layer after drying) is preferably 3.0 mass % or less, more preferably 1.0 mass % or less, and particularly preferably 0.5 mass % or less. The amount of residual solvent in the color conversion layer can be measured by gas chromatography.

[0242] <Method for producing color conversion composition>

[0243] An example of a method for producing a color conversion composition according to an embodiment of the present invention is described below. In the production method, the above-mentioned luminescent material, the branched polymer as a binder resin, other binder resins as required, additives, solvents, etc. are mixed in a manner to form a prescribed composition, and then uniformly mixed or kneaded using a stirring and kneading machine, thereby obtaining a color conversion composition. As stirring and kneading machines, for example, homogenizers, rotation-revolution type mixers, three-roll mills, ball mills, planetary ball mills, bead mills, etc. can be cited. After mixing or dispersing, or during mixing or dispersing, it is also preferred to degas under vacuum or reduced pressure conditions. In addition, certain specific components can be mixed in advance and subjected to treatments such as aging. The solvent can also be removed by an evaporator to form a desired solid content concentration.

[0244] <Color Conversion Part>

[0245] The color conversion component according to an embodiment of the present invention (hereinafter, sometimes referred to as the color conversion component of the present invention) comprises the above-mentioned color conversion composition or a cured product thereof. The shape of the color conversion component is not particularly limited. For example, the shape of the color conversion component may be a layer, a particle, a fiber, etc. As one embodiment of the color conversion component of the present invention, a color conversion sheet may be mentioned. The color conversion sheet has a color conversion layer comprising the color conversion composition of the present invention, or a color conversion layer formed by curing the color conversion composition.

[0246] The color conversion component of the present invention may have a single color conversion layer or may have multiple color conversion layers. When the color conversion component has multiple color conversion layers, each color conversion layer of the multiple color conversion layers may be directly laminated or laminated via an intermediate layer such as an adhesive layer. In addition, the color conversion component of the present invention may have a substrate layer and a barrier layer as required, or may have two or more of these layers.

[0247] The base material layer of the color conversion component of the present invention is not particularly limited, and a layer formed from a known base material such as metal, film, glass, ceramic, paper, etc. can be used. Among them, glass and resin film are preferably used. As the resin film, a film formed from a resin such as polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polyphenylene sulfide, polycarbonate, polypropylene, polyimide, aromatic polyamide, silicone, etc. is preferred. From the perspective of easy peeling of the sheet, the surface of the base material layer can be subjected to a demolding treatment in advance. Similarly, in order to improve the adhesion between the layers, the surface of the base material layer can be subjected to an easy-adhesion treatment in advance.

[0248] When the substrate layer is a film-like layer, the thickness of the substrate layer is not particularly limited, but is preferably 12 μm or more, more preferably 38 μm or more, and preferably 5000 μm or less, more preferably 3000 μm or less, as an upper limit.

[0249] In addition, as the substrate constituting the above-mentioned substrate layer, for example, a barrier film, a light guide plate, a diffuser plate, a diffuser film, a prism sheet, a reflective polarizing film, a wavelength selective reflective film, a wavelength selective transmissive film, a wavelength selective absorption film and the like can also be used.

[0250] The barrier layer of the color conversion component of the present invention is preferably a layer that inhibits the intrusion of oxygen, moisture, heat, etc. into the color conversion layer. The color conversion component of the present invention may have two or more such barrier layers. For example, the color conversion component of the present invention may have barrier layers on both sides of the color conversion layer, or may have a barrier layer on one side of the color conversion layer.

[0251] When the barrier layer is formed of a film having a gas barrier property, examples of the film having a gas barrier property include inorganic oxides such as silicon oxide, aluminum oxide, titanium oxide, tantalum oxide, zinc oxide, tin oxide, indium oxide, yttrium oxide, and magnesium oxide, inorganic nitrides such as silicon nitride, aluminum nitride, titanium nitride, and silicon carbide nitride, metal oxide thin films and metal nitride thin films obtained by adding other elements to these, or films containing various resins such as polyvinylidene chloride, acrylic resins, silicone resins, melamine resins, urethane resins, fluorine resins, and polyvinyl alcohol resins such as saponified products of vinyl acetate. The barrier film may contain two or more of these. In addition, when the above-mentioned barrier layer is formed of a film having a barrier function against moisture, examples of the film having a barrier function against moisture include films of various resins such as polyethylene, polypropylene, nylon, polyvinylidene chloride, copolymers of vinylidene chloride and vinyl chloride, copolymers of vinylidene chloride and acrylonitrile, fluorine-based resins, and polyvinyl alcohol-based resins such as saponified products of vinyl acetate.

[0252] Representative structural examples of the color conversion member of the present invention include the structures of the color conversion sheets of the first to sixth examples shown below. It should be noted that the color conversion member of the present invention is not limited to the structural examples of the color conversion sheets shown below.

[0253] Figure 1 1 is a schematic cross-sectional view showing a first example of a color conversion member according to an embodiment of the present invention. Figure 1 As shown in the figure, the color conversion member 1A of the first example is a color conversion sheet having a laminated structure of a base layer 10 and a color conversion layer 11. The color conversion layer 11 is a layer containing the color conversion composition of the present invention, and can be obtained, for example, by curing the color conversion composition of the present invention. In the structural example of the color conversion member A, the color conversion layer 11 is laminated on the base layer 10.

[0254] Figure 2 FIG. 2 is a schematic cross-sectional view showing a second example of a color conversion member according to an embodiment of the present invention. Figure 2 As shown, the color conversion member 1B of the second example is a color conversion sheet having a laminated structure of a plurality of base layers 10A, 10B and a color conversion layer 11. In the structural example of the color conversion member 1B, the color conversion layer 11 is sandwiched between the plurality of base layers 10A, 10B.

[0255] Figure 3 2 is a schematic cross-sectional view showing a third example of a color conversion member according to an embodiment of the present invention. Figure 3As shown in FIG. 1 , the color conversion member 1C of the third example is a color conversion sheet having a laminated structure of multi-layer substrate layers 10A, 10B, a color conversion layer 11, and multi-layer barrier layers 12A, 12B. In the structural example of the color conversion member 1C, the color conversion layer 11 is sandwiched by the multi-layer barrier layers 12A, 12B, and further, the laminate of the color conversion layer 11 and the multi-layer barrier layers 12A, 12B is sandwiched by the multi-layer substrate layers 10A, 10B. Each of the multi-layer barrier layers 12A, 12B is a layer for preventing the color conversion layer 11 from being deteriorated due to oxygen, moisture, and heat in the color conversion member 1C.

[0256] Figure 4 FIG. 4 is a schematic cross-sectional view showing a fourth example of a color conversion member according to an embodiment of the present invention. Figure 4 As shown in the figure, the color conversion member 1D of the fourth example is a color conversion sheet having a laminated structure in which a plurality of color conversion layers 11A and 11B are sandwiched by a plurality of base layers 10A and 10B. In the structural example of the color conversion member 1D, the laminated body of the plurality of color conversion layers 11A and 11B has the color conversion layers 11A and 11B laminated sequentially on the base layer 10A, and further another base layer 10B laminated on the color conversion layer 11B. That is, the color conversion member 1D includes the plurality of base layers 10A and 10B and the plurality of color conversion layers 11A and 11B, and has a laminated structure in which the plurality of color conversion layers 11A and 11B are sandwiched between the plurality of base layers 10A and 10B.

[0257] Figure 5 2 is a schematic cross-sectional view showing a fifth example of a color conversion member according to an embodiment of the present invention. Figure 5 As shown in FIG. 1 , the color conversion member 1E of the fifth example is a color conversion sheet having a laminated structure in which an intermediate layer 13 is sandwiched between a plurality of color conversion layers 11A and 11B, and a laminate of the plurality of color conversion layers 11A and 11B and the intermediate layer 13 is sandwiched between a plurality of base layers 10A and 10B. In the structural example of the color conversion member 1E, the laminate of the plurality of color conversion layers 11A and 11B and the intermediate layer 13 has the color conversion layer 11A, the intermediate layer 13, and the color conversion layer 11B laminated in this order on the base layer 10A, and further, another base layer 10B is laminated on the color conversion layer 11B. That is, the color conversion member 1E includes the plurality of base layers 10A and 10B, the plurality of color conversion layers 11A and 11B, and the intermediate layer 13, and has a laminated structure of the color conversion layer 11B / intermediate layer 13 / color conversion layer 11A sandwiched between the plurality of base layers 10A and 10B.

[0258] Figure 6 2 is a schematic cross-sectional view showing a sixth example of a color conversion member according to an embodiment of the present invention. Figure 6As shown in FIG. 1 , the color conversion member 1F of the sixth example is a color conversion sheet having the following laminated structure: an intermediate layer 13 is sandwiched between a plurality of color conversion layers 11A and 11B, a laminate of the plurality of color conversion layers 11A and 11B and the intermediate layer 13 is sandwiched by a plurality of barrier layers 12A and 12B, and a laminate of the plurality of color conversion layers 11A and 11B, the intermediate layer 13 and the plurality of barrier layers 12A and 12B is sandwiched by a plurality of base layers 10A and 10B. The plurality of barrier layers 12A and 12B are formed so as to sandwich the laminate of the plurality of color conversion layers 11A and 11B sandwiched by the intermediate layer 13 from both sides in the lamination direction. In the structural example of the color conversion member 1F, the barrier layer 12A, the color conversion layer 11A, the intermediate layer 13, the color conversion layer 11B and the barrier layer 12B are sequentially laminated on the base layer 10A. Thus, a laminated body having a laminated structure of barrier layer 12B / color conversion layer 11B / intermediate layer 13 / color conversion layer 11A / barrier layer 12A is formed on the substrate layer 10A. Figure 6 As shown, a base material layer 10B is stacked on the barrier layer 12B at the upper end in the stacking direction in the stacked body.

[0259] In addition, as another embodiment of the color conversion member of the present invention (an embodiment different from the above-mentioned color conversion sheet), a color conversion substrate can be cited. The color conversion substrate, for example, has a plurality of color conversion layers on a transparent substrate. Although not particularly shown, a partition wall may be formed on the color conversion substrate, and in the color conversion substrate, the color conversion layer may be arranged between the partition walls (recessed portion).

[0260] The color conversion component of the present invention may further have: a light diffusion layer, an adhesive layer, an auxiliary layer with anti-reflection function, anti-glare function, anti-reflection and anti-glare function, a hard coating function (friction resistance function), an anti-static function, an anti-fouling function, an electromagnetic wave shielding function, an infrared cutting function, an ultraviolet cutting function, a polarizing function, a color adjustment function, etc. according to the required functions.

[0261] <Method for Manufacturing Color Conversion Component>

[0262] The method for manufacturing the color conversion component involved in the embodiment of the present invention is not particularly limited as long as the color conversion composition of the present invention can be molded into a desired shape. For example, there can be mentioned a method of forming a color conversion layer in the color conversion component of the present invention by applying the color conversion composition of the present invention on a substrate and drying it. In the case where the binder resin contained in the color conversion composition of the present invention is a thermosetting resin, the color conversion layer can be formed by applying the color conversion composition on a substrate such as a substrate and then heating and curing the color conversion composition. In the case where the binder resin contained in the color conversion composition of the present invention is a photocurable resin, the color conversion layer can be formed by applying the color conversion composition on a substrate such as a substrate and then photocuring the color conversion composition. In addition, there can be mentioned: a method of kneading while heating the color conversion composition of the present invention and molding it using an extruder; a method of placing the color conversion composition of the present invention in a mold and molding it by heating, cooling, drying, etc.

[0263] In the above-mentioned method for manufacturing the color conversion member, the color conversion composition can be applied by a reverse roll coater, a knife coater, a comma coater, a slot die coater, a direct gravure coater, an offset gravure coater, a kiss coater, a natural roll coater, an air knife coater, a roll knife coater, a twin-flow coater, a rod coater, a wire bar coater, an applicator, a dip coater, a curtain coater, a spin coater, a knife coater, etc. However, the application of the color conversion composition is not limited thereto.

[0264] In the method for producing the color conversion component, the color conversion composition after application can be dried using a common heating device such as a hot air dryer or an infrared dryer. In this case, the heating temperature is preferably 60 to 200° C., and the heating time is preferably 2 minutes to 4 hours. Alternatively, the heat curing can be performed in stages by a method such as step curing.

[0265] When the color conversion layer is formed by heat curing the color conversion composition, a hot air oven or the like can be used as a heating device. In this case, the heating conditions can be selected according to the binder resin in the color conversion composition. For example, the heating temperature is preferably 100° C. to 300° C., and the heating time is preferably 1 minute to 2 hours.

[0266] When the color conversion layer is formed by photocuring the color conversion composition, it is preferred that the color conversion composition be irradiated with high energy light such as ultraviolet rays. In this case, the light irradiation conditions can be selected according to the binder resin in the color conversion composition. For example, the wavelength of the irradiated light is preferably 200 nm to 500 nm, and the irradiation amount is preferably 10 mJ / cm 2~10J / cm 2 .

[0267] In the above-mentioned method for manufacturing a color conversion component, after the color conversion layer is produced, the base material layer may be changed as needed. In this case, simple methods include, for example, a method of replacing the base material by pasting using a hot plate, a method of using a vacuum laminator, or a dry film laminator.

[0268] <Light source unit>

[0269] The light source unit according to the embodiment of the present invention (hereinafter, sometimes referred to as the light source unit of the present invention) is configured to include at least a light source and the above-mentioned color conversion composition or color conversion component. When the light source unit of the present invention includes a color conversion composition, there is no particular limitation on the arrangement of the light source and the color conversion composition. The color conversion composition may be directly applied to the light source, or may be applied to a substrate such as a film or glass separated from the light source. In addition, when the light source unit of the present invention includes a color conversion component, there is no particular limitation on the arrangement of the light source and the color conversion component. The light source and the color conversion component may be closely attached, or may be a remote phosphor in which the light source and the color conversion component are separated. In addition, in order to improve color purity, the light source unit of the present invention may further include a color filter, and in order to improve brightness and make the emitted light uniform, it may include optical components such as a prism sheet, a reflective polarizing film, and a diffusion film.

[0270] As one embodiment of the light source unit of the present invention, the following configuration can be cited: Figure 5 The color conversion component (color conversion sheet) of the exemplary structure has a light source located at Figure 5 Below the paper surface (below the base material layer 10A), Figure 5 A prism sheet and a reflective polarizing film are stacked above the paper surface (above the substrate layer 10B). Figure 5 A diffusion plate is provided between the color conversion components shown, and a reflection plate may be provided below the light source.

[0271] As another embodiment of the light source unit of the present invention, the following structure can be cited: a light source and a light guide plate are provided, and a color conversion layer formed by directly applying the color conversion composition of the present invention is laminated on the light output side of the light guide plate. In the light source unit having such a structure, a light diffusion layer and a wavelength selective transmission layer can be further formed on the color conversion layer.

[0272] The light source unit of the present invention is useful for various light sources such as space lighting and backlighting. Specifically, the light source unit of the present invention can be used for displays, lighting devices, interior decoration, signs, billboards, etc., and is particularly suitable for displays and lighting devices.

[0273] <Light Source>

[0274] The type of light source that the light source unit of the present invention has can be any light source as long as it is a light source that emits light in the wavelength region that the light-emitting material in the color conversion composition of the present invention can absorb. For example, in principle, any light source of excitation light such as a hot cathode tube, a cold cathode tube, an inorganic electroluminescent (EL) or other fluorescent light source, an organic EL element light source, a light-emitting diode (LED) light source, an incandescent light source, or sunlight can be used. Among them, from the viewpoint of color purity, as the above-mentioned light source, LED or organic EL element is preferred, and LED is more preferred.

[0275] For example, in display and lighting applications, from the viewpoint of improving the color purity of blue light, an LED or organic EL element having a maximum luminescence within a wavelength range of 400 nm to 500 nm is a preferred light source. Furthermore, as the above-mentioned light source, a blue LED having a maximum luminescence within a wavelength range of 430 nm to 480 nm is more preferred, and a blue LED having a maximum luminescence within a wavelength range of 445 nm to 470 nm is particularly preferred.

[0276] The above-mentioned light source can be a light source with one luminous peak, or can be a light source with more than two luminous peaks, but in order to improve color purity, a light source with one luminous peak is preferably used. In addition, a plurality of light sources with different luminous peaks can also be used in any combination.

[0277] <Display, lighting device>

[0278] The display according to the embodiment of the present invention includes at least a light source unit having a light source and a color conversion composition or a color conversion member as described above. For example, the light source unit can be used as a backlight unit in a display such as a liquid crystal display.

[0279] In addition, the lighting device according to the embodiment of the present invention includes at least a light source unit having a light source and a color conversion composition or a color conversion component as described above. For example, the lighting device is configured in such a manner that a blue LED light source as a light source unit is combined with a color conversion composition or a color conversion component that converts blue light from the blue LED light source into light with a longer wavelength, and emits white light.

[0280] Example

[0281] The present invention will be described below with reference to examples, but the present invention is not limited to the following examples. First, the evaluation methods and materials such as light-emitting materials in the examples and comparative examples will be described.

[0282] <Light durability evaluation>

[0283] Regarding the evaluation of light durability, in each of the Examples and Comparative Examples, a current of 30 mA was passed through a light-emitting device equipped with a color conversion component and a blue LED element (manufactured by USHIO EPITEX; model SMBB450H-1100, peak emission wavelength: 450 nm) to light up the blue LED element, and the initial peak emission intensity was measured using a spectroradiometer (CS-1000, manufactured by Konica Minolta). It should be noted that the distance between the color conversion component and the blue LED element in the light-emitting device was 3 cm. Then, the light from the blue LED element was continuously irradiated in an environment of 50° C., and the time until the peak emission intensity decreased by 5% was observed to evaluate the light durability of the color conversion component.

[0284] <Luminescent Materials>

[0285] In the following examples and comparative examples, compounds D-1 to D-8 were used as the light-emitting material contained in the color conversion member. Compounds D-1 to D-8 are the following compounds.

[0286] [Chemical formula 25]

[0287]

[0288] [Chemical formula 26]

[0289]

[0290] <Branched polymer>

[0291] In the following examples, as a binder resin, compounds P-1 to P-4 and compounds P-7 to P-12, which are examples of branched polymers, are used. Compounds P-1 to P-4 and compounds P-7 to P-12 are star polymers as shown below, and are synthesized by atom transfer radical polymerization (ATRP) according to a known method. The acid value and base value of compounds P-1 to P-4 and compounds P-7 to P-12 are 0 mgKOH / g respectively. The acid value of compound P-11 is 5 mgKOH / g, and the base value of compound P-11 is 0 mgKOH / g. The acid value of compound P-12 is 14 mgKOH / g, and the base value is 0 mgKOH / g. In addition, the molecular weight polydispersity of compounds P-1 to P-4 and compounds P-7 to P-12 is shown below. That is, compound P-1 was 1.2, compound P-2 was 1.5, compound P-3 was 1.6, compound P-4 was 3.7, compound P-7 was 1.3, compound P-8 was 1.2, compound P-9 was 1.3, compound P-10 was 1.4, compound P-11 was 1.4, and compound P-12 was 1.5.

[0292] [Chemical formula 27]

[0293]

[0294] [Chemical formula 28]

[0295]

[0296] Synthesis example 1

[0297] Synthesis method of compound P-1

[0298] In Synthesis Example 1, octa{(2-bromoisobutyrate)propyldimethylsilyloxy}octasilsesquioxane (2.8 g), methyl methacrylate (MMA) (80 g) and 2,2'-azobisisobutyronitrile (AIBN) (0.49 g) were placed in a flask and nitrogen substituted. A solution of copper bromide (II) (0.039 g), tri(2-pyridylmethyl)amine (TPMA) (0.051 g) and degassed dimethylformamide (DMF) (80 mL) was added to the flask and stirred at 70 ° C for 12 hours. The reaction solution thus obtained was cooled to room temperature, added dropwise to a large amount of water to precipitate it, filtered and dried to obtain a white solid. The obtained white solid was dissolved in ethyl acetate, added dropwise to a large amount of methanol to precipitate it, filtered and dried. Thus, 80 g of compound P-1 was obtained.

[0299] [Chemical formula 29]

[0300]

[0301] Synthesis example 2

[0302] Synthesis method of compound P-8

[0303] In Synthesis Example 2, pentaerythritol tetrakis (2-bromoisobutyrate) (1.5g), methyl methacrylate (MMA) (80g) and 2,2'-azobisisobutyronitrile (AIBN) (0.49g) are placed in a flask and replaced with nitrogen. A solution of copper bromide (II) (0.078g), tris (2-pyridylmethyl) amine (TPMA) (0.10g) and degassed dimethylformamide (DMF) (80mL) is added to the flask and stirred at 70°C for 12 hours. The reaction solution thus obtained is cooled to room temperature, added dropwise to a large amount of water to precipitate it, filtered and dried to obtain a white solid. The obtained white solid is dissolved in ethyl acetate, added dropwise to a large amount of methanol to precipitate it, filtered and dried. Thus, 80g of compound P-8 is obtained.

[0304] [Chemical formula 30]

[0305]

[0306] In the following examples, compounds P-5, P-6, P-13, and P-14 were used as binder resins. Compounds P-5, P-6, P-13, and P-14 are branched polymers as shown below.

[0307] Compound P-5: acrylic acid graft polymer "RESEDA GP-301" (manufactured by Toagosei Co., Ltd., acid value: 0 mgKOH / g, base value: 0 mgKOH / g)

[0308] Compound P-6: Hyperbranched polymer manufactured by SIGMA-ALDRICH (SIGMA-ALDRICH (registered trademark), product number 806331, acid value: 0 mgKOH / g, base value: 0 mgKOH / g)

[0309] Compound P-13: acrylic acid-based graft polymer "DISPERBYK-2023" (manufactured by BYK Chemie Japan, acid number: 4, base number: 7)

[0310] Compound P-14: acrylic acid-based graft polymer "DISPERBYK-2013" (manufactured by BYK Chemie Japan, acid number: 8, base number: 18)

[0311] <Other Binder Resins>

[0312] In the following Examples and Comparative Examples, resins A, B, and C, which are resins that are not branched polymers, were used as other binder resins. Resin A, resin B, and resin C are as follows.

[0313] Resin A: PMMA resin BR-85 (manufactured by Mitsubishi Chemical Corporation, Tg = 105°C)

[0314] Resin B: PMMA-hydrogenated styrene copolymer resin Optimas 7500 (manufactured by Mitsubishi Gas Chemical Co., Ltd., Tg = 120°C)

[0315] Resin C: acrylic resin Hi-pearl M-4501 (manufactured by Negami Industries, Tg = 84°C)

[0316] <Scattering Material>

[0317] In the following examples and comparative examples, titanium dioxide particles "JR-301" (manufactured by TAYCA) were used as a scattering material.

[0318] Example 1

[0319] In Example 1, first, 20 parts by weight of the branched polymer compound P-1 as one of the binder resins, 0.28 parts by weight of the compound D-1 as the light-emitting material, 3.0 parts by weight of JR-301 as the scattering material, and 300 parts by weight of ethyl acetate as the solvent were mixed with respect to 80 parts by weight of the resin A as one of the binder resins. Then, the mixture was stirred and degassed at 1000 rpm for 20 minutes using a planetary stirring and degassing device "MAZERUSTAR" (registered trademark) KK-400 (manufactured by Kurabo Co., Ltd.), thereby obtaining a resin composition for preparing a color conversion layer.

[0320] Next, the resin solution for making the color conversion layer obtained above was applied onto "Cerapeel" BLK (manufactured by Toray Film Advanced Processing Co., Ltd.) using a film coater, and heated and dried at 120°C for 20 minutes to form a color conversion layer with an average film thickness of 20 μm.

[0321] Next, a thermosetting adhesive layer was formed on a polyethylene terephthalate film "Lumirror" (registered trademark) U48 (manufactured by Toray Industries, Ltd., thickness 50 μm) by a coating method, and an ethylene-vinyl alcohol copolymer film (ethylene content 32 mol%, thickness 12 μm, total light transmittance 90%) was laminated thereon. Thus, an oxygen barrier laminated film 1 as an example of a barrier layer was prepared. The oxygen permeability of the oxygen barrier laminated film 1 using the ethylene-vinyl alcohol copolymer film was about 0.7 cc / m 2 ·day·atm(cc / m 2 · day · atmospheric pressure). Two sheets of the oxygen barrier laminated film 1 were prepared.

[0322] Next, a thermosetting adhesive layer was formed on the surface of the ethylene-vinyl alcohol copolymer film side of one oxygen barrier laminate film 1 by coating, and the color conversion layer was laminated thereon. Then, the "Cerapeel" BLK was peeled off from the color conversion layer.

[0323] Finally, a thermosetting adhesive layer was formed on the surface of the ethylene-vinyl alcohol copolymer film side of another oxygen barrier laminate film 1 by coating, and the obtained thermosetting adhesive layer was laminated on the above color conversion layer after peeling off the "Cerapeel" BLK. Figure 3 The color conversion member (color conversion sheet) of the sheet-like structure shown in FIG. 1 has an average film thickness of 0.50 μm for all thermosetting adhesive layers included in the color conversion member. Figure 3 In the figure, the thermosetting adhesive layer is not shown.

[0324] The color of the light (blue light) from the blue LED element was converted using the sheet-shaped color conversion member produced as described above. As a result, when only the emission area of ​​green light was cut, green light with high color purity was obtained with a peak wavelength of 526nm and a half-value width of the emission spectrum at the peak wavelength of 29nm. In addition, when the light from the blue LED element was continuously irradiated under an environment of 50°C, the time (light durability) for the emission peak intensity to decrease by 5% was about 1000 hours. As for Example 1, when compared with Comparative Example 1 described later, the light durability was improved by about 2 times. The composition and evaluation results of the color conversion member of Example 1 are shown in Table 1 described later.

[0325] Embodiments 2 to 10

[0326] In Examples 2 to 10, the luminescent material, branched polymer, and binder resin were changed as shown in Table 1, and the mixing amount of the luminescent material was adjusted to the same amount as that of the compound D-1 in Example 1. The sheet-like color conversion member was prepared and evaluated in the same manner as in Example 1. The composition and evaluation results of the color conversion member of each of Examples 2 to 10 are shown in Table 1.

[0327] Examples 11 to 14

[0328] In Examples 11 to 14, the branched polymers listed in Table 1 were used, no other binder resin was used, and the content of the branched polymer was changed to 100 parts by weight. Sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 1. The composition and evaluation results of the color conversion members of Examples 11 to 14 are shown in Table 1.

[0329] Comparative Examples 1 to 5

[0330] In Comparative Examples 1 to 5, the materials listed in Table 1 were used as the luminescent material and the binder resin, no branched polymer was used, the content of the other binder resin was changed to 100 parts by weight, and the mixing amount of the luminescent material was adjusted to the same amount as that of the compound D-1 in Example 1. In the same manner as in Example 1, sheet-like color conversion members were prepared and evaluated. The composition and evaluation results of the color conversion members of Comparative Examples 1 to 5 are shown in Table 1.

[0331] Embodiment 15

[0332] In Example 15, first, 20 parts by weight of the branched polymer compound P-1 as one of the binder resins, 1.0 parts by weight of the luminescent material compound D-2, and 300 parts by weight of ethyl acetate as a solvent were mixed with respect to 80 parts by weight of the binder resin resin A. Then, the mixture was stirred and degassed at 1000 rpm for 20 minutes using a planetary stirring and degassing device "MAZERUSTAR" (registered trademark) KK-400 (manufactured by Kurabo Co., Ltd.), thereby obtaining a resin composition for preparing a color conversion layer.

[0333] As described above, a polyester resin "Vylon" (registered trademark) 630 (manufactured by Toyobo Co., Ltd.) was used as a resin, and 300 parts by weight of ethyl acetate as a solvent was mixed with 100 parts by weight of the polyester resin. Then, the mixture was stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing device "MAZERUSTAR" (registered trademark) KK-400 (manufactured by Kurabo Co., Ltd.), thereby obtaining a resin composition for an adhesive layer.

[0334] Next, the resin composition for preparing the color conversion layer obtained above was applied onto a polyethylene terephthalate film "Lumirror" (registered trademark) U34 (manufactured by Toray Industries, Ltd., thickness 75 μm) as a substrate layer using a film coater, and heated and dried at 120° C. for 20 minutes. Thus, a color conversion layer with an average film thickness of 20 μm was formed, and a cell including the color conversion layer was obtained.

[0335] In the same manner as described above, the adhesive layer resin composition obtained above was applied to the substrate layer side of "Texcell" (registered trademark) TDF127 (manufactured by Toray Advanced Materials Co., Ltd., thickness 145 μm) as a diffusion film having a structure in which a substrate layer and a diffusion layer are laminated, using a film applicator, and heated and dried at 120° C. for 20 minutes. Thus, an adhesive layer having an average film thickness of 10 μm was formed, and a unit including the adhesive layer was obtained.

[0336] Finally, the two units are heated and laminated in such a way that the color conversion layer and the adhesive layer are directly laminated, thereby producing a sheet-like color conversion component having a laminated structure of "base material layer / color conversion layer / adhesive layer / base material layer / light diffusion layer". This laminated structure can be said to be Figure 2 The structure in which a light diffusion layer is formed on one of the two substrate layers shown. Figure 2 The adhesive layer is not shown in the figure.

[0337] The color conversion component in the form of a sheet produced as described above was used to convert the color of light from a blue LED element. As a result, when only the emission area of ​​green light was cut, green light with high color purity was obtained, with a peak wavelength of 528nm and a half-value width of the emission spectrum at the peak wavelength of 29nm. In addition, when the light from the blue LED element was continuously irradiated under an environment of 50°C, the time for the emission peak intensity to decrease by 5% was about 1000 hours. As for Example 15, when compared with Comparative Example 6 described later, the light durability was improved by about 2 times. The composition and evaluation results of the color conversion component of Example 15 are shown in Table 2 described later.

[0338] Examples 16 to 22

[0339] In Examples 16 to 22, sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 15, except that the branched polymer and other binder resins were changed to those shown in Table 2. Table 2 shows the composition and evaluation results of the color conversion members of Examples 16 to 22.

[0340] Embodiments 23 to 29

[0341] In Examples 23 to 29, the branched polymers listed in Table 2 were used, no other binder resin was used, and the content of the branched polymer was changed to 100 parts by weight. Sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 15. The composition and evaluation results of the color conversion members of Examples 23 to 29 are shown in Table 2.

[0342] Comparative Example 6

[0343] In Comparative Example 6, a sheet-like color conversion member was prepared and evaluated in the same manner as in Example 15, except that no branched polymer was used and the content of the resin A as the binder resin was changed to 100 parts by weight. The composition and evaluation results of the color conversion member in Comparative Example 6 are shown in Table 2.

[0344] Embodiment 30

[0345] In Example 30, first, 20 parts by weight of the branched polymer compound P-1 as one of the binder resins, 0.1 parts by weight of the compound D-5 as the light-emitting material, 3.0 parts by weight of JR-301 as the scattering material, and 300 parts by weight of ethyl acetate as the solvent were mixed with respect to 80 parts by weight of the resin A as one of the binder resins. Then, the mixture was stirred and degassed at 1000 rpm for 20 minutes using a planetary stirring and degassing device "MAZERUSTAR" (registered trademark) KK-400 (manufactured by Kurabo Co., Ltd.), thereby obtaining a composition for preparing a color conversion layer.

[0346] As described above, a polyester resin "Vylon" (registered trademark) 630 (manufactured by Toyobo Co., Ltd.) was used as a resin, and 300 parts by weight of ethyl acetate as a solvent was mixed with 100 parts by weight of the polyester resin. Then, the mixture was stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing device "MAZERUSTAR" (registered trademark) KK-400 (manufactured by Kurabo Co., Ltd.), thereby obtaining a resin composition for an adhesive layer.

[0347] Next, the resin composition for preparing the color conversion layer obtained above was applied onto a polyethylene terephthalate film "Lumirror" (registered trademark) U34 (manufactured by Toray Industries, Ltd., thickness 75 μm) as a substrate layer using a slot die coater, and heated and dried at 120° C. for 20 minutes. Thus, a color conversion layer with an average film thickness of 20 μm was formed, and a unit including the color conversion layer was obtained.

[0348] In the same manner as above, the above-obtained adhesive layer resin composition was applied onto a polyethylene terephthalate film "Lumirror" (registered trademark) U34 (manufactured by Toray Industries, Ltd., thickness 75 μm) as a substrate layer using a slot die coater, and heated and dried at 120° C. for 20 minutes. Thus, an adhesive layer having an average film thickness of 10 μm was formed, and a unit including the adhesive layer was obtained.

[0349] Finally, the two units are laminated under heating in a manner that the color conversion layer and the adhesive layer are directly laminated, thereby producing the above-mentioned Figure 2 The laminated structure of the color conversion component shown in FIG. Figure 2 The adhesive layer is not shown in the figure.

[0350] The color conversion component in the form of a sheet produced as described above was used to convert the color of light from a blue LED element. As a result, when only the red light emission area was cut, a red light emission with a peak wavelength of 625nm and a half-value width of the emission spectrum at the peak wavelength of 49nm with high color purity was obtained. In addition, the light from the blue LED element was continuously irradiated in an environment of 50°C. As a result, the time for the emission peak intensity to decrease by 5% was about 1000 hours. As for Example 30, when compared with Comparative Example 7 described later, the light durability was improved by about 2 times. The composition and evaluation results of the color conversion component of Example 30 are shown in Table 3 described later.

[0351] Examples 31 to 33

[0352] In Examples 31 to 33, the luminescent material and the branched polymer were changed to the substances listed in Table 3, and the mixing amount of the luminescent material was adjusted to the same amount as that of the compound D-5 in Example 30. The sheet-like color conversion member was prepared and evaluated in the same manner as in Example 30. The composition and evaluation results of the color conversion member of each of Examples 31 to 33 are shown in Table 3.

[0353] Embodiment 34, 35

[0354] In Examples 34 and 35, the branched polymers listed in Table 3 were used, no other binder resin was used, and the content of the branched polymer was changed to 100 parts by weight. Sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 31. The composition and evaluation results of the color conversion members of Examples 34 and 35 are shown in Table 3.

[0355] Comparative Examples 7 to 9

[0356] In Comparative Examples 7 to 9, the materials listed in Table 3 were used as the luminescent materials, no branched polymer was used, the content of other binder resins was changed to 100 parts by weight, and the mixing amount of the luminescent materials was adjusted to the same amount as that of the compound D-5 in Example 30. Sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 30. The composition and evaluation results of the color conversion members of Comparative Examples 7 to 9 are shown in Table 3.

[0357] Embodiment 36

[0358] In Example 36, first, 10 parts by weight of the branched polymer compound P-1 as one of the binder resins, 0.1 parts by weight of the compound D-5 as the luminescent material, 3.0 parts by weight of JR-301 as the scattering material, and 300 parts by weight of ethyl acetate as the solvent were mixed with respect to 90 parts by weight of the resin A as one of the binder resins. Then, the mixture was stirred and degassed at 1000 rpm for 20 minutes using a planetary stirring and degassing device "MAZERUSTAR" (registered trademark) KK-400 (manufactured by Kurabo Co., Ltd.), thereby obtaining a resin composition for preparing a color conversion layer.

[0359] Next, the resin composition for preparing the color conversion layer obtained above was applied onto a polyethylene terephthalate film "Lumirror" (registered trademark) U34 (manufactured by Toray Industries, Ltd., thickness 75 μm) as a substrate layer using a film coater, and heated and dried at 120°C for 20 minutes to form a color conversion layer with an average film thickness of 16 μm. Figure 1 The laminated structure shown is a sheet-like color conversion component.

[0360] The color of light from the blue LED element was converted using the sheet-shaped color conversion member produced as described above. As a result, when only the emission area of ​​green light was cut out, green light with high color purity was obtained with a peak wavelength of 528nm and a half-value width of the emission spectrum at the peak wavelength of 29nm, as in Example 15. Regarding the emission intensity of the green light, when the emission intensity in Comparative Example 10 described later was set to 1.00, the emission intensity in Example 36 was 1.05, showing an emission intensity 5% higher than that in Comparative Example 10. The composition and evaluation results of the color conversion member of Example 36 are shown in Table 4 described later.

[0361] Embodiments 37 to 40

[0362] In Examples 37 to 40, sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 36, except that the branched polymers were changed to those described in Table 4. Table 4 shows the composition and evaluation results of the color conversion members of Examples 37 to 40.

[0363] Embodiments 41 to 43

[0364] In Examples 41 to 43, the branched polymers listed in Table 4 were used, no other binder resin was used, and the content of the branched polymer was changed to 100 parts by weight. Sheet-shaped color conversion members were prepared and evaluated in the same manner as in Example 36. The composition and evaluation results of the color conversion members of Examples 41 to 43 are shown in Table 4.

[0365] Comparative Example 10

[0366] In Comparative Example 10, a sheet-like color conversion member was prepared and evaluated in the same manner as in Example 36, except that no branched polymer was used and the content of the resin A as another binder resin was changed to 100 parts by weight. The composition and evaluation results of the color conversion member in Comparative Example 10 are shown in Table 4.

[0367] [Table 1]

[0368] (Table 1)

[0369]

[0370] [Table 2]

[0371] (Table 2)

[0372]

[0373] [Table 3]

[0374] (Table 3)

[0375]

[0376] [Table 4]

[0377] (Table 4)

[0378]

[0379] Industrial Applicability

[0380] As described above, the color conversion composition, the color conversion member, and the light source unit, the display, and the lighting device including the same according to the present invention are suitable for achieving both improvement in color reproducibility and improvement in light durability.

[0381] Description of Reference Numerals

[0382] 1A, 1B, 1C, 1D, 1E, 1F Color conversion parts

[0383] 10, 10A, 10B Base material layer

[0384] 11, 11A, 11B Color conversion layer

[0385] 12A, 12B Barrier layer

[0386] 13. Middle Layer

Claims

1. A color conversion composition comprising at least one luminescent material and a binder resin, characterized in that: The binder resin includes at least one branched polymer selected from the group consisting of a star polymer, a graft polymer, and a hyperbranched polymer.

2. The color conversion composition according to claim 1, characterized in that The binder resin contains at least the star polymer, The arm polymer of the star polymer is a polymer of at least one monomer selected from the group consisting of vinyl compounds, acrylic acid, acrylic acid ester, acrylamide, methacrylic acid, methacrylic acid ester, and methacrylamide.

3. The color conversion composition according to claim 1, characterized in that The binder resin contains at least the star polymer, The core portion of the star polymer is a portion containing any one of a sugar alcohol derivative, a cyclic siloxane derivative, and silsesquioxane.

4. The color conversion composition according to claim 1, characterized in that The binder resin contains at least the star polymer, The core portion of the star polymer is a portion containing silsesquioxane.

5. The color conversion composition according to claim 1, characterized in that The binder resin contains at least the star polymer, The core portion of the star polymer is a portion containing a sugar alcohol derivative.

6. The color conversion composition according to claim 1, characterized in that The at least one branched polymer has an acid value of 10 mgKOH / g or less.

7. The color conversion composition according to claim 1, characterized in that The at least one branched polymer has a base value of 10 mgKOH / g or less.

8. The color conversion composition according to claim 1, characterized in that The binder resin further includes a polymer of at least one monomer selected from the group consisting of acrylate, methacrylate, and styrene, or a hydrogenated product thereof, which is a resin that is not a star polymer, a graft polymer, and a hyperbranched polymer.

9. The color conversion composition according to claim 1, characterized in that The binder resin further includes a resin having a glass transition temperature of 100° C. or higher that is not a star polymer, a graft polymer, or a hyperbranched polymer.

10. The color conversion composition according to claim 1, characterized in that The half-value width of the light emission spectrum of the at least one light emitting material at the light emission peak wavelength is 60 nm or less.

11. The color conversion composition according to claim 1, characterized in that The at least one light-emitting material contains a compound having a partial structure represented by the general formula (1), [Chemical formula 1] In the general formula (1), B is a boron atom, N is a nitrogen atom, and C is a carbon atom; n is an integer from 0 to 2; when n is 0, the partial structure represented by the general formula (1) represents a direct bond structure between B and N.

12. The color conversion composition according to claim 1, characterized in that The at least one light-emitting material contains at least one of the compound represented by the general formula (2), the compound represented by the general formula (3), and the compound represented by the general formula (4). [Chemical formula 2] In the general formula (2), X is CR 7 or N; R 1 ~R 9 R may be the same as or different from each other and is a substituent selected from a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a hydroxyl group, a mercapto group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, an ester group, a carbamoyl group, an amide group, a sulfonyl group, a sulfonate group, a sulfonamide group, an amino group, an imino group, a nitro group, a silyl group, a siloxane group, a boron group, a phosphine oxide group, and a condensed ring and an aliphatic ring formed with an adjacent substituent; 1 ~R 9 Each independently may be further substituted by the selected substituents, and these substituents may be further substituted by the selected substituents, [Chemical formula 3] In the general formula (3) or (4), ring Za, ring Zb and ring Zc are each independently a substituted or unsubstituted aromatic ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring carbon atoms; Z 1 and Z 2 are each independently an oxygen atom, NRa (a nitrogen atom having a substituent Ra) or a sulfur atom; Z 1 When NRa, the substituent Ra may be bonded to the ring Za or the ring Zb to form a ring; 2 When it is NRa, the substituent Ra may be bonded to the ring Za or the ring Zc to form a ring; E is a boron atom, a phosphorus atom, SiRa (a silicon atom having a substituent Ra) or P=O; E 1 and E 2 Each is independently BRa (boron atom having substituent Ra), PRa (phosphorus atom having substituent Ra), SiRa2 (silicon atom having two substituent Ra), P(=O)Ra2 (phosphine oxide having two substituent Ra) or P(=S)Ra2 (phosphine sulfide having two substituent Ra), C=O (carbonyl), S(=O) or S(=O)2; E 1 When it is BRa, PRa, SiRa2, P(=O)Ra2 or P(=S)Ra2, the substituent Ra may be bonded to the ring Za or the ring Zb to form a ring; E 2 When it is BRa, PRa, SiRa2, P(=O)Ra2 or P(=S)Ra2, the substituent Ra can be bonded to the ring Za or the ring Zc to form a ring; the substituent Ra is each independently a substituent selected from a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heteroaryl group, a hydroxyl group, a thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, an ester group, a carbamoyl group, an amide group, a sulfonyl group, a sulfonate group, a sulfonamide group, an amino group, an imino group, a nitro group, a silyl group, a siloxane group, a boron group, a phosphine oxide group, and a condensed ring and an aliphatic ring formed with an adjacent substituent; in addition, the substituent Ra can be further substituted by the selected substituents, and these substituents can be further substituted by the selected substituents.

13. A color conversion component, characterized in that The invention comprises the color conversion composition according to any one of claims 1 to 12 or a cured product thereof.

14. A light source unit, characterized in that have: Light source, and The color conversion component of claim 13.

15. The light source unit according to claim 14, characterized in that: The light source is a light emitting diode or an organic electroluminescent element having a maximum light emission within a wavelength range of 400 nm to 500 nm.

16. A display, characterized in that A light source unit according to claim 14 is provided.

17. A lighting device, characterized in that A light source unit according to claim 14 is provided.

Citation Information

Patent Citations

  • Color converting composition

    JP2010061824A

  • Wavelength conversion layer, and wavelength conversion filter using the same

    JP2014136771A

  • Sealing material composition for solar cell module, and method for producing sealing material sheet for solar cell module

    JP2019050381A

  • Color conversion film, and light source unit, display, and illumination device including same

    WO2017057287A1