Color-converting composition, color-converting film, light source unit, display and lighting including the same, and compound

Abstract

Provided is a color conversion composition having excellent chromaticity stability, the color conversion composition containing the following components (A), (B), and (C). Component (A): a light-emitting material; component (B): a binder resin; and component (C): a salt of an organic acid and at least one transition metal selected from the group consisting of Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo, Ag, and lanthanoids

Description

[Technical field]

[0001] The present invention relates to a color-converting composition, a color-converting film, a light source unit, a display and lighting, and a compound each containing the same. [Background technology]

[0002] There is active research being conducted into the application of multi-color technology using color conversion to liquid crystal displays, organic electroluminescence displays, lighting, etc. Color conversion refers to converting the light emitted from a light emitter into light with a longer wavelength, for example, converting blue light into green or red light.

[0003] By forming this composition with color conversion function into a film and combining it with, for example, a blue light source, it is possible to obtain the three primary colors of blue, green, and red from the blue light source, that is, to obtain white light. By combining such a white light source, which is a combination of a blue light source and a film with color conversion function, with a liquid crystal drive section and a color filter as a backlight unit, it is possible to produce a full-color display. In addition, a white light source, which is a combination of a blue light source and a film with color conversion function, can be used as it is as a white light source for LED lighting, etc.

[0004] The problems of liquid crystal displays using a color conversion method include the improvement of color reproducibility and durability. To improve color reproducibility, it is effective to narrow the half-width of each of the blue, green, and red emission spectra of the backlight unit and increase the color purity of each of the blue, green, and red colors. As a means to solve this problem, for example, a color conversion material containing a pyrromethene compound has been proposed (see, for example, Patent Documents 1 and 2). In addition, a technology for improving durability has been proposed in which a light stabilizer is added (see, for example, Patent Document 3), but the durability is still insufficient and there is also a problem with brightness because the stabilizer absorbs visible light. Therefore, as a technology for improving color reproducibility and durability, a color conversion composition that converts incident light into light with a longer wavelength than the incident light has been proposed (see, for example, Patent Document 4). The color conversion composition contains at least one light-emitting material (A), at least one binder resin, and at least one of tertiary amine, catechol derivative, and nickel compound (C). [Prior art documents] [Patent documents]

[0005] [Patent Document 1] JP 2010-61824 A [Patent Document 2] JP 2014-136771 A [Patent Document 3] JP 2019-50381 A [Patent Document 4] International Publication No. 2017 / 014068 Summary of the Invention [Problem to be solved by the invention]

[0006] The technology described in Patent Document 4 makes it possible to obtain a color-changing composition that has excellent color reproducibility and excellent durability with little decrease in luminance even when used continuously for a long period of time. However, in response to the recent demand for further miniaturization and high definition, it has been found that there is a new problem in that chromaticity changes slightly after long-term use.

[0007] Therefore, an object of the present invention is to provide a color-changing composition that has excellent durability of chromaticity. [Means for solving the problem]

[0008] The present invention is a color-changing composition comprising the following components (A), (B) and (C): Component (A): Luminescent material (B) Component: Binder resin Component (C): a salt of at least one transition metal selected from the group consisting of Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo, Ag, and lanthanides with an organic acid. Effect of the Invention

[0009] The color-converting composition of the present invention and the color-converting film using the same can improve the durability of chromaticity. [Brief description of the drawings]

[0010] [Figure 1] FIG. 1 is a schematic cross-sectional view showing an example of the color conversion film of the present invention. [Diagram 2] FIG. 1 is a schematic cross-sectional view showing an example of the color conversion film of the present invention. [Diagram 3] FIG. 1 is a schematic cross-sectional view showing an example of the color conversion film of the present invention. [Figure 4] FIG. 1 is a schematic cross-sectional view showing an example of the color conversion film of the present invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0011] Hereinafter, the embodiments of the present invention will be described in detail. However, the present invention is not limited to the following embodiments, and can be modified and implemented in various ways depending on the purpose and application.

[0012] <Component (A): Light-emitting material> The color-changing composition of the present invention contains at least one luminescent material. Here, the luminescent material in the present invention refers to a material that, when irradiated with a certain type of light, emits light of a wavelength different from that of the light.

[0013] Examples of the luminescent material include inorganic phosphors, fluorescent pigments, fluorescent dyes, quantum dots, etc. Two or more of these may be contained. In order to achieve highly efficient color conversion, a material exhibiting luminescent properties with a high quantum yield is preferred, and quantum dots and organic luminescent materials are preferred, with organic luminescent materials being more preferred.

[0014] Examples of organic light-emitting materials include: Compounds having a condensed aryl ring, such as naphthalene, anthracene, phenanthrene, pyrene, chrysene, naphthacene, triphenylene, perylene, fluoranthene, fluorene, and indene, and derivatives thereof; Compounds having a heteroaryl ring, such as furan, pyrrole, thiophene, silole, 9-silafluorene, 9,9'-spirobisilafluorene, benzothiophene, benzofuran, indole, dibenzothiophene, dibenzofuran, imidazopyridine, phenanthroline, pyridine, pyrazine, naphthyridine, quinoxaline, and pyrrolopyridine, and derivatives thereof; Borane derivatives; stilbene derivatives such as 1,4-distyrylbenzene, 4,4'-bis(2-(4-diphenylaminophenyl)ethenyl)biphenyl, and 4,4'-bis(N-(stilben-4-yl)-N-phenylamino)stilbene; Aromatic acetylene derivatives, tetraphenylbutadiene derivatives, aldazine derivatives, pyrromethene derivatives, diketopyrrolo[3,4-c]pyrrole derivatives; 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 and thioxanthene compounds such as fluorescein, eosin, and rhodamine; 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-based compounds; Aromatic amine derivatives such as N,N'-diphenyl-N,N'-di(3-methylphenyl)-4,4'-diphenyl-1,1'-diamine; and Organometallic complex compounds of iridium (Ir), ruthenium (Ru), rhodium (Rh), palladium (Pd), platinum (Pt), osmium (Os), and rhenium (Re); etc. are preferred.

[0015] The organic light-emitting material may be a fluorescent or phosphorescent material, although fluorescent materials are preferred to achieve high color purity.

[0016] Among them, pyrromethene derivatives can be preferably used because they provide a high fluorescence quantum yield and have better durability of chromaticity. More preferably, the compound represented by the general formula (1) is used.

[0017] [ka]

[0018] X is CR 7 Or N. R 1 ~R 9 may be the same or different and are selected from hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol 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, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, and a fused ring and an aliphatic ring formed between adjacent substituents.

[0019] In all of the above groups, hydrogen may be deuterium. The same applies to the compounds or partial structures thereof described below.

[0020] In the following description, for example, a substituted or unsubstituted aryl group having 6 to 40 carbon atoms means that the number of carbon atoms included in the substituents substituting the aryl group is 6 to 40, and the same applies to other substituents that specify the number of carbon atoms.

[0021] In addition, in all the above groups, the substituent in the case of substitution is preferably an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol 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, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, or a phosphine oxide group, and more preferably a specific substituent that is preferred in the description of each substituent.In addition, these substituents may be further substituted by the above-mentioned substituent.

[0022] In the case of "substituted or unsubstituted", "unsubstituted" means that a hydrogen atom or a deuterium atom is substituted. In the compounds or partial structures thereof described below, the same applies to the case of "substituted or unsubstituted".

[0023] The alkyl group refers to a saturated aliphatic hydrocarbon group such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, or a tert-butyl group, which may or may not have a substituent. If the alkyl group is substituted, the additional substituent is not particularly limited, and may be, for example, an alkyl group, a halogen, an aryl group, or a heteroaryl group, which is also the case in the following description. The number of carbon atoms in the alkyl group is not particularly limited, but is preferably 1 to 20, more preferably 1 to 8, in terms of availability and cost.

[0024] The cycloalkyl group refers to a saturated alicyclic hydrocarbon group, such as a cyclopropyl group, a cyclohexyl group, a norbornyl group, an adamantyl group, etc., which may or may not have a substituent. The number of carbon atoms in the alkyl group portion is not particularly limited, but is preferably in the range of 3 to 20.

[0025] The heterocyclic group refers to an aliphatic ring having an atom other than carbon in the ring, such as a pyran ring, a piperidine ring, or a cyclic amide, which 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 to 20.

[0026] The alkenyl group refers to an unsaturated aliphatic hydrocarbon group containing a double bond, such as a vinyl group, an allyl group, or a butadienyl group, which 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 to 20.

[0027] The cycloalkenyl group refers to an unsaturated alicyclic hydrocarbon group containing a double bond, such as a cyclopentenyl group, a cyclopentadienyl group, or a cyclohexenyl group, which 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 to 20.

[0028] The alkynyl group refers to an unsaturated aliphatic hydrocarbon group containing a triple bond, such as an ethynyl group, which 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 to 20.

[0029] The alkoxy group refers to a functional group in which an aliphatic hydrocarbon group is bonded via an ether bond, such as a methoxy group, an ethoxy group, or a propoxy group, and this 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 to 20.

[0030] An alkylthio group is an alkoxy group in which the oxygen atom of the ether bond is replaced with 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.

[0031] The aryl ether group refers to a functional group to which an aromatic hydrocarbon group, such as a phenoxy group, is bonded via an ether bond, 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 to 40.

[0032] The aryl thioether group is an aryl ether group in which the oxygen atom of the ether bond is replaced with a sulfur atom. The aromatic hydrocarbon group in the aryl ether 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 to 40.

[0033] The aryl group refers to an aromatic hydrocarbon group such as a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a benzophenanthryl group, a benzoanthracenyl group, a chrysenyl group, a pyrenyl group, a fluoranthenyl group, a triphenylenyl group, a benzofluoranthenyl group, a dibenzoanthracenyl group, a perylenyl group, or a helicenyl group. Among them, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, a pyrenyl group, a fluoranthenyl group, or a triphenylenyl group is preferred. The aryl group may or may not have a substituent. The number of carbon atoms of the aryl group is not particularly limited, but is preferably in the range of 6 to 40, more preferably 6 to 30.

[0034] R 1 ~R 9is a substituted or unsubstituted 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, further preferably a phenyl group, a biphenyl group, or a terphenyl group, and particularly preferably a phenyl group.

[0035] When each of the substituents 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.

[0036] The heteroaryl group refers to a cyclic aromatic group having one or more atoms other than carbon in the ring, such as a pyridyl group, a furanyl group, a thiophenyl group, a quinolinyl group, an isoquinolinyl group, a pyrazinyl group, a pyrimidyl group, a pyridazinyl group, a triazinyl group, a naphthyridinyl group, a cinnolinyl group, a phthalazinyl group, a quinoxalinyl group, a quinazolinyl group, a benzofuranyl group, a benzothiophenyl group, an indolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, a benzocarbazolyl group, a carbolinyl group, an indolocarbazolyl group, a benzofurocarbazolyl group, a benzothienocarbazolyl group, a dihydroindenocarbazolyl group, a benzoquinolinyl group, an acridinyl group, a dibenzoacridinyl group, a benzimidazolyl group, an imidazopyridyl group, a benzoxazolyl group, a benzothiazolyl group, or a phenanthrolinyl group. Here, the naphthyridinyl group refers to any of 1,5-naphthyridinyl group, 1,6-naphthyridinyl group, 1,7-naphthyridinyl group, 1,8-naphthyridinyl group, 2,6-naphthyridinyl group, and 2,7-naphthyridinyl group. 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, more preferably 2 to 30.

[0037] R1 ~R 9 When is a substituted or unsubstituted heteroaryl group, the heteroaryl group is preferably a pyridyl group, a furanyl group, a thiophenyl group, a quinolinyl group, a pyrimidyl group, a triazinyl group, a benzofuranyl group, a benzothiophenyl group, an indolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, a benzimidazolyl group, an imidazopyridyl group, a benzoxazolyl group, a benzothiazolyl group, or a phenanthrolinyl group, more preferably a pyridyl group, a furanyl group, a thiophenyl group, or a quinolinyl group. Particularly preferably, the heteroaryl group is a pyridyl group.

[0038] When each of the substituents is further substituted with a heteroaryl group, the heteroaryl group is preferably a pyridyl group, a furanyl group, a thiophenyl group, a quinolinyl group, a pyrimidyl group, a triazinyl group, a benzofuranyl group, a benzothiophenyl group, an indolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, a benzimidazolyl group, an imidazopyridyl group, a benzoxazolyl group, a benzothiazolyl group, or a phenanthrolinyl group, more preferably a pyridyl group, a furanyl group, a thiophenyl group, or a quinolinyl group. Particularly preferably, the pyridyl group.

[0039] Halogen refers to an atom selected from fluorine, chlorine, bromine and iodine.

[0040] The carbonyl group, carboxyl group, oxycarbonyl group, and carbamoyl group may or may not have a substituent. Examples of the substituent include an alkyl group, a cycloalkyl group, an aryl group, and a heteroaryl group, and these substituents may be further substituted.

[0041] The amino group is a substituted or unsubstituted amino group. In the case of substitution, examples of the substituent include an aryl group, a heteroaryl group, a linear alkyl group, and a branched alkyl group. As the aryl group and the heteroaryl group, a phenyl group, a naphthyl group, a pyridyl group, and a quinolinyl group are preferable. These substituents may be further substituted. The number of carbon atoms is not particularly limited, but is preferably 2 to 50, more preferably 6 to 40, and particularly preferably 6 to 30.

[0042] The silyl group refers to, for example, an alkylsilyl group such as a trimethylsilyl group, a triethylsilyl group, a tert-butyldimethylsilyl group, a propyldimethylsilyl group, or a vinyldimethylsilyl group, or an arylsilyl group such as a phenyldimethylsilyl group, a tert-butyldiphenylsilyl group, a triphenylsilyl group, or a trinaphthylsilyl group. 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.

[0043] The siloxanyl group refers to a silicon compound group bonded via an ether bond, such as a trimethylsiloxanyl group, etc. The substituent on the silicon may be further substituted.

[0044] The boryl group is a substituted or unsubstituted boryl group. In the case of substitution, examples of the substituent include an aryl group, a heteroaryl group, a linear alkyl group, a branched alkyl group, an aryl ether group, an alkoxy group, and a hydroxyl group, and among these, an aryl group and an aryl ether group are preferred.

[0045] The phosphine oxide group is -P(=O)R 10 R 11 R is a group represented by the formula: 10 R 11 is R 1 ~R 9 is selected from the same group as above.

[0046] In addition, any two adjacent substituents (e.g., R 1 and R 2) may be bonded to each other to form a conjugated or non-conjugated fused ring. The constituent elements of the fused ring may include an element selected from nitrogen, oxygen, sulfur, phosphorus and silicon in addition to carbon. The fused ring may be further fused with another ring.

[0047] The compound represented by general formula (1) exhibits a high fluorescence quantum yield and a narrow half-width peak of the emission spectrum, and therefore can achieve efficient color conversion and high color purity, and can further improve the durability of chromaticity.

[0048] Furthermore, the compounds represented by general formula (1) can have various properties such as luminous efficiency, color purity, thermal stability, light stability, and dispersibility adjusted by introducing appropriate substituents at appropriate positions. For example, R 1 , R 3 , R 4 and R 6 Compared with the case where all hydrogen atoms are 1 , R 3 , R 4 and R 6 In the case where at least one of the groups is a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group, better thermal stability and light stability are exhibited.

[0049] R 1 , R 3 , R 4 and R 6 Preferred examples of R are a methyl group, an ethyl group, an isopropyl group, a tert-butyl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a pyridyl group, and a quinolinyl group. 1 , R 3 , R 4 and R 6 may be the same or different.

[0050] R 2 and R 5is preferably a hydrogen atom, an alkyl group, a carbonyl group, an oxycarbonyl group, or an aryl group, with an alkyl group or hydrogen being preferred from the viewpoint of thermal stability, and hydrogen being more preferred since it is easy to obtain a narrow half-width in the emission spectrum.

[0051] R 8 and R 9 R is preferably an alkyl group, an aryl group, a heteroaryl group, fluorine, a fluorine-containing alkyl group, a fluorine-containing heteroaryl group or a fluorine-containing aryl group, and is more preferably a fluorine or a fluorine-containing aryl group because it is stable to excitation light and can provide a higher fluorescence quantum yield. 8 and R 9 When is a fluorine or a fluorine-containing aryl group, the electron donor property of the compound represented by general formula (1) is weakened, so that the electronic interaction with component (C) can be suppressed, and a high fluorescence quantum yield can be obtained.

[0052] In addition, the decrease in the quantum yield of component (A) caused by component (C) is suppressed. 1 ~R 7 It is preferable that at least one of the above is a moderately bulky substituent. Since the color-changing composition of the present invention contains the components (A) and (C) in the same layer, collision between the components (A) and (C) may occur due to thermal diffusion. When the component (C) and the light-emitting material in an excited state collide, the excitation energy of the light-emitting material may be transferred to the molecules of the component (C), the light-emitting material in the excited state may be deactivated, and the quantum yield of the component (A) may decrease. In the present invention, R 1 ~R 7 By making at least one of the above groups a suitably bulky substituent, it is possible to suppress such a decrease in the quantum yield of the component (A). 2 , R 5 , R 7 It is more preferable that at least one of R is a moderately bulky substituent. 2 , R 5 , R 7 It is particularly preferred that all of the substituents are moderately bulky.

[0053] R2 , R 5 Examples of the moderately bulky substituent include an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a carbonyl group, a carboxyl group, an oxycarbonyl group, an ester group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, etc. Among these, an alkyl group, a cycloalkyl group, an aryl group, and an ester group are more preferable.

[0054] Also, R 7 As an example of a substituent having a moderately high molecular weight, a structure represented by the following general formula (2) is preferable.

[0055] [ka]

[0056] r is selected from the group consisting of hydrogen, alkyl groups, cycloalkyl groups, heterocyclic groups, alkenyl groups, cycloalkenyl groups, alkynyl groups, hydroxyl groups, thiol groups, alkoxy groups, alkylthio groups, aryl ether groups, aryl thioether groups, aryl groups, heteroaryl groups, halogens, cyano groups, aldehyde groups, carbonyl groups, carboxyl groups, oxycarbonyl groups, carbamoyl groups, amino groups, nitro groups, silyl groups, siloxanyl groups, boryl groups, and phosphine oxide groups. k is an integer of 1 to 3. When k is 2 or more, each r may be the same or different.

[0057] It is preferable that r is a substituted or unsubstituted aryl group. Among the aryl groups, particularly preferred examples include a phenyl group and a naphthyl group. When r is an aryl group, k in the general formula (2) is preferably 1 or 2, and from the viewpoint of further suppressing the decrease in the fluorescence quantum yield of the (A) component due to the (C) component, k is more preferably 2. Furthermore, it is preferable that at least one of r is substituted with an alkyl group or an aryl group. In this case, particularly preferred examples of the alkyl group include a methyl group, an ethyl group, and a tert-butyl group. When r is an aryl group, a phenyl group or a naphthyl group is preferable, and these aryl groups may be further substituted with an alkyl group, a heterocyclic group, an alkenyl group, a hydroxyl group, an alkoxy group, an aryl ether group, an aryl group, a heteroaryl group, a halogen, a cyano group, a carboxyl group, an ester group, an oxycarbonyl group, or an alkoxy group.

[0058] In terms of controlling the fluorescence wavelength or absorption wavelength, or increasing the compatibility with the solvent, r is preferably a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, or a halogen, and more preferably a methyl group, an ethyl group, a tert-butyl group, or a methoxy group. In terms of dispersibility, a tert-butyl group or a methoxy group is particularly preferable, and quenching due to aggregation of molecules can be prevented.

[0059] In another embodiment of the compound represented by general formula (1), R 1 ~R 7 It is preferable that at least one of the groups (1) R 1 ~R 6 At least one of R is an electron-withdrawing group. 7 is an electron-withdrawing group, or (3) R 1 ~R 6 At least one of R is an electron-withdrawing group, and 7is preferably an electron-withdrawing group. By introducing an electron-withdrawing group into the pyrromethene skeleton, the electron density of the pyrromethene skeleton can be significantly reduced, and the reaction rate with singlet oxygen can be reduced. As a result, the reaction rate at which singlet oxygen deactivates component (A) is faster than the reaction rate at which component (C) oxidizes component (A), and the effect of component (C) in improving the durability of color is more pronounced.

[0060] Electron-withdrawing groups, also called electron-accepting groups, are groups that attract electrons from the substituted groups due to inductive and resonance effects in organic electronic theory. Examples of electron-withdrawing groups include those with a positive value as the Hammett's rule substituent constant (σp(para)). The Hammett's rule substituent constant (σp(para)) can be quoted from the Basic Chemistry Handbook, 5th Revised Edition (II-380 pages).

[0061] Although there are examples where a phenyl group also has a positive value, the electron-withdrawing group of the present application does not include a phenyl group.

[0062] Examples of electron-withdrawing groups include -F(σp:+0.20), -Cl(σp:+0.28), -Br(σp:+0.30), -I(σp:+0.30), and -COR. 12 (σp:R 12 is an ethyl group, +0.45), -CONH2 (σp: +0.38), -COR 12 (σp:R 12 is a methyl group, +0.49), -CF3 (σp: +0.51), -SO2R 12 (σp:R 12 is a methyl group), -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 each of these groups include the same examples as above.

[0063] Preferred electron-withdrawing groups include fluorine, a fluorine-containing aryl group, a fluorine-containing heteroaryl group, a fluorine-containing alkyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted ester group, a substituted or unsubstituted amide group, a substituted or unsubstituted sulfonyl group, or a cyano group, because these are difficult to chemically decompose.

[0064] More preferred electron-withdrawing groups include fluorine-containing alkyl groups, substituted or unsubstituted acyl groups, substituted or unsubstituted ester groups, and cyano groups. These groups are effective in preventing concentration quenching and improving the luminescence quantum yield. Substituted or unsubstituted ester groups are particularly preferred.

[0065] Examples of the compound represented by general formula (1) are shown below, but the compound is not limited to these.

[0066] [ka]

[0067] [ka]

[0068] [ka]

[0069] [ka]

[0070] [ka]

[0071] [ka]

[0072] [ka]

[0073] [ka]

[0074] [ka]

[0075] [ka]

[0076] [ka]

[0077] The compound represented by the general formula (1) can be produced by the method described in, for example, JP-A-8-509471 or JP-A-2000-208262, in which a pyrromethene compound is reacted with a metal salt in the presence of a base to obtain the desired pyrromethene metal complex.

[0078] The pyrromethene-boron fluoride complex can be synthesized by referring to the methods described in J. Org. Chem., vol. 64, No. 21, pp. 7813-7819 (1999), Angew. Chem., Int. Ed. Engl., vol. 36, pp. 1333-1335 (1997), etc. For example, a method in which a compound represented by the following general formula (3) and a compound represented by the following general formula (4) are heated in 1,2-dichloroethane in the presence of phosphorus oxychloride, and then a compound represented by the following general formula (5) is reacted in 1,2-dichloroethane in the presence of triethylamine, can be mentioned, but is not limited thereto. Here, R 1 ~R 9 is the same as above. J represents a halogen.

[0079] [ka]

[0080] Furthermore, when introducing an aryl group or a heteroaryl group, a method of forming a carbon-carbon bond using a coupling reaction between a halogenated derivative and a boronic acid or a boronate ester derivative can be used, but is not limited to this.Similarly, when introducing an amino group or a carbazolyl group, a method of forming a carbon-nitrogen bond using a coupling reaction between a halogenated derivative and an amine or a carbazole derivative in the presence of a metal catalyst such as palladium can be used, but is not limited to this.

[0081] The color-changing composition of the present invention may contain other compounds as necessary in addition to the compound represented by general formula (1). For example, in order to increase the efficiency of energy transfer from the excitation light to the compound represented by general formula (1), an assist dopant such as rubrene may be contained. In addition, when it is desired to add an emission color other than the emission color of the compound represented by general formula (1), the color-changing composition may contain the above-mentioned organic light-emitting material, or a known light-emitting material such as an inorganic phosphor, a fluorescent pigment, a fluorescent dye, or a quantum dot.

[0082] Examples of organic light-emitting materials other than the compound represented by formula (1) are shown below, but the present invention is not limited to these.

[0083] [ka]

[0084] The color-converting composition of the present invention preferably contains a luminescent material (hereinafter referred to as "luminescent material (a)") that exhibits luminescence observed in a peak wavelength range of 500 nm to 580 nm when excitation light having a wavelength range of 430 nm to 500 nm is used. Hereinafter, luminescence observed in a peak wavelength range of 500 nm to 580 nm is referred to as "green luminescence." Generally, the greater the energy of the excitation light, the more likely it is that the material will be decomposed. However, since excitation light having a wavelength range of 430 nm to 500 nm has a relatively small excitation energy, green luminescence with good color purity can be obtained without decomposing the luminescent material in the color-converting composition.

[0085] The color-changing composition of the present invention preferably contains (a) a luminescent material that emits light having a peak wavelength of 500 nm to 580 nm when excited with excitation light having a wavelength of 430 nm to 500 nm, and (b) a luminescent material (hereinafter referred to as "luminescent material (b)") that emits light having a peak wavelength observed in the range of 580 nm to 750 nm when excited with either or both of excitation light having a wavelength of 430 nm to 500 nm and the emission from the luminescent material (a). Hereinafter, the emission having a peak wavelength observed in the range of 580 nm to 750 nm is referred to as "red emission".

[0086] Since part of the excitation light in the wavelength range of 430 nm to 500 nm is partially transmitted through the color conversion film of the present invention, when a blue LED with a sharp emission peak is used, it shows a sharp emission spectrum in each of the colors of blue, green, and red, and white light with good color purity can be obtained. As a result, a larger color gamut with more vivid colors can be efficiently created, especially in displays. In addition, in lighting applications, the emission characteristics, especially in the green and red regions, are improved compared to white LEDs that combine blue LEDs and yellow phosphors, which are currently mainstream, and the color rendering is improved, making it a preferable white light source.

[0087] 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 derivatives such as fluorescein, fluorescein isothiocyanate, and carboxyfluorescein 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, compounds having condensed aryl rings such as anthracene and derivatives thereof, aromatic amine derivatives, and organometallic complex compounds. Two or more of these may be contained.

[0088] Among these compounds, pyrromethene derivatives are particularly suitable because they provide high fluorescence quantum yields and have good durability of color purity. Among these, the compound represented by general formula (1) is preferred because it exhibits light emission with high color purity.

[0089] Examples of the luminescent material (b) include cyanine derivatives such as 4-dicyanomethylene-2-methyl-6-(p-dimethylaminostyryl)-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, as well as porphyrin derivatives, pyrromethene derivatives, oxazine derivatives, pyrazine derivatives, compounds having condensed aryl rings such as naphthacene and dibenzodiindenoperylene, and derivatives thereof, and organometallic complex compounds. Two or more of these may be contained.

[0090] Among these compounds, pyrromethene derivatives are particularly suitable because they provide high fluorescence quantum yields and have good durability of color purity. Among these, the compound represented by general formula (1) is preferred because it exhibits light emission with high color purity.

[0091] Compounds that emit delayed fluorescence can also be used as organic light-emitting materials. Compounds that emit delayed fluorescence are explained on pages 87-103 of "State-of-the-art Organic EL" (edited by Adachi Chihaya and Fujimoto Hiroshi, published by CMC Publishing). In this document, it is explained that by bringing the energy levels of the excited singlet state and the excited triplet state of the light-emitting material close to each other, reverse energy transfer from the excited triplet state, which usually has a low transition probability, to the excited singlet state occurs with high efficiency, and thermally activated delayed fluorescence (TADF) is expressed. Furthermore, Figure 5 in this document explains the mechanism of delayed fluorescence generation. The emission of delayed fluorescence can be confirmed by transient PL (Photo Luminescence) measurement.

[0092] Usually, fluorescent light is emitted from a singlet excited state generated after the light-emitting material is excited by light, and the triplet excited state of the light-emitting material generated by intersystem crossing is thermally deactivated under room temperature conditions and does not emit fluorescence. As described above, even if a triplet excited state is generated by intersystem crossing after being excited to a singlet excited state by light excitation, the compound that emits delayed fluorescence is quickly converted to a singlet excited state and then emits fluorescence, so that the triplet excited state that could not contribute to light emission in a normal fluorescent material can also contribute to fluorescent light emission. In other words, it is preferable because it can achieve high-efficiency light emission. In addition, since the triplet excited state of the compound that emits delayed fluorescence is quickly converted to a singlet excited state, singlet oxygen is less likely to be generated, and as a result, durability can be expected to be improved. The triplet excited state of the light-emitting material, the generation of singlet oxygen, and the relationship between them and durability will be described in detail in the section <Component (C): Salt of transition metal and organic acid>.

[0093] A compound that emits delayed fluorescence needs to have the energy level of the singlet excited state close to the energy level of the triplet excited state. To achieve this, it is effective to combine an electron donor skeleton and an electron acceptor skeleton in the same molecule and separate the HOMO (Highest occupied molecular orbital) orbital and the LUMO (Lowest unoccupied molecular orbital) orbital in the molecule. The electron donor skeleton and the electron acceptor skeleton may be directly bonded to each other or may be bonded to each other via a linking group. In this case, the linking group is preferably a skeleton containing an aromatic hydrocarbon.

[0094] The electron donor skeleton may be, for example, a skeleton having an amine nitrogen atom. Among them, a skeleton containing diarylamine or triarylamine, a skeleton containing carbazole, a skeleton containing benzocarbazole, a skeleton containing indolocarbazole, a skeleton containing phenoxazine, or a skeleton containing phenothiazine is preferred. Among them, a skeleton containing carbazole, a skeleton containing benzocarbazole, a skeleton containing indolocarbazole, or a skeleton containing phenoxazine is more preferred, and a skeleton containing carbazole or a skeleton containing phenoxazine is even more preferred.

[0095] On the other hand, the electron-accepting skeleton is usually a skeleton containing a substituent having electron-withdrawing properties. Among them, a skeleton containing a heteroaryl group having a partial structure in which a carbon atom and a nitrogen atom are bonded by a double bond, a skeleton containing a fluorinated substituent, a skeleton containing a cyano group, a skeleton containing a carbonyl group, a skeleton containing a sulfoxide or disulfoxide, or a skeleton containing a phosphine oxide group is preferred. Among these, a skeleton containing a heteroaryl group having a partial structure in which a carbon atom and a nitrogen atom are bonded by a double bond, a skeleton containing a fluorinated substituent, or a skeleton containing a cyano group is more preferred from the viewpoint of the stability of the compound.

[0096] Among skeletons containing a heteroaryl group having a partial structure in which a carbon atom and a nitrogen atom are bonded by a double bond, specifically, skeletons containing pyridine, pyrimidine, pyrazine, triazine, quinoline, quinoxaline, quinazoline, or phenanthroline are preferred, and among these, skeletons containing pyrimidine, triazine, quinoxaline, or quinazoline are more preferred, and skeletons containing triazine are even more preferred.

[0097] Among the skeletons containing fluorinated substituents, skeletons containing fluorinated aryl groups or fluoroalkyl groups are more preferred.As the skeleton containing fluorinated aryl groups, fluorinated benzene rings are preferred, and specifically, skeletons containing fluorobenzene, difluorobenzene, trifluorobenzene, tetrafluorobenzene or pentafluorobenzene are more preferred.As the skeleton containing fluoroalkyl groups, skeletons containing benzene rings substituted with trifluoromethyl groups are preferred, and among these, skeletons containing mono(trifluoromethyl)benzene or bis(trifluoromethyl)benzene are more preferred.

[0098] Among the skeletons having a cyano group, skeletons containing cyanobenzene, dicyanobenzene, and tricyanobenzene are more preferred.

[0099] Examples of compounds in which the above-mentioned electron donor skeleton and electron acceptor skeleton are combined are shown below, but are not limited to these. Note that the compounds shown here are known to emit delayed fluorescence according to past literature.

[0100] [ka]

[0101] As a compound that emits delayed fluorescence, in addition to the above-mentioned compound having an electron donor skeleton and an electron acceptor skeleton bonded thereto, a compound represented by the general formula (11) can also be preferably used.

[0102] [ka]

[0103] Ring Za, ring Zb, and ring Zc each independently represent a substituted or unsubstituted aryl ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted aryl ring having 6 to 30 ring carbon atoms. 5 ~30 of A heteroaryl ring. Z 1 and Z 2 are each independently an oxygen atom, NRa (a nitrogen atom having a substituent Ra) or a sulfur atom. 1 When R is NRa, R may or may not be bonded to ring Z or ring Zb to form a ring; 2 When is NRa, Ra may or may not form a ring by bonding with ring Za or ring Zc. Each Ra is independently a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group. E is a boron atom, a phosphorus atom, SiRb (a silicon atom having a substituent Rb), P=O, or P=S. Each Rb is independently a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group.

[0104] In all of the above groups, the substituent when substituted is 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 amide group, a sulfonyl group, a sulfonic acid ester group, a sulfonamide group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, or a phosphine oxide group. These substituents may be further substituted with the above-mentioned substituents.

[0105] Examples of the substituted or unsubstituted aryl ring having 6 to 30 ring carbon atoms in the ring Za, ring Zb, and ring Zc include aromatic hydrocarbon rings such as a benzene ring, a naphthalene ring, a phenanthrene ring, a chrysene ring, an anthracene ring, and a pyrene ring, among which a benzene ring is preferred from the viewpoint of ensuring solubility. Examples of the heteroaryl ring having 5 to 30 ring carbon atoms include aromatic heteroaryl ring structures such as a pyridine ring, a quinoline ring, and a phenanthroline ring, among which a pyridine ring is preferred from the viewpoint of ease of obtaining raw materials and difficulty of synthesis.

[0106] Ra is preferably a group having 6 to 40 carbon atoms including the substituent. Ra is more preferably a substituted or unsubstituted aryl group. Examples of the substituted or unsubstituted aryl group include a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted naphthyl group, and a substituted or unsubstituted phenanthrenyl group, and a substituted or unsubstituted phenyl group is more preferable.

[0107] Rb is preferably a group having 6 to 40 carbon atoms including the substituent, and more preferably a substituted or unsubstituted aryl group or a substituted or unsubstituted alkyl group.

[0108] The compound represented by the general formula (11) is a molecule that can separate the HOMO orbital and the LUMO orbital by the multiple resonance effect by optimally arranging the electron donor amine nitrogen atom and the electron acceptor boron atom, as described in, for example, Adv. Mater., 2016, 28, 2777-2781. From the viewpoint of clearly separating the HOMO orbital and the LUMO orbital, bringing the singlet excited state and the triplet excited state closer to each other and facilitating the emission of delayed fluorescence, it is preferable that E is a boron atom with strong electron acceptor properties and Z is a boron atom with strong electron acceptor properties. 1 and Z 2 are preferably both NRa, which are groups with strong electron donating properties.

[0109] In addition, the compound represented by the general formula (11) has a sharper emission spectrum than a compound in which an electron donor skeleton and an electron acceptor skeleton are bonded, due to the multiple resonance effect, and can emit light with high color purity. In other words, the compound represented by the general formula (11) is preferable because it is advantageous for improving the color gamut of the display. In addition, the compound represented by the general formula (11) can protect the E atom, i.e., most of the LUMO orbital, because the rings Za, Zb, and Zc exist around the E atom in the general formula (11) where the LUMO orbital is mainly localized. Therefore, it is possible to suppress electronic interactions caused by collisions between the compound represented by the general formula (11) and the component (C). As a result, it is preferable because the compound represented by the general formula (4) can exhibit the durability improvement effect of the component (C) while maintaining the inherent high fluorescence quantum yield.

[0110] Furthermore, a structure in which Ra in general formula (11) is bonded to at least one of rings Za, Zb, and Zc is more preferable. This is because it is expected that the steric protection effect of E in general formula (11) is enhanced by bonding Ra to at least one of rings Za, Zb, and Zc, and the effect of suppressing the decrease in the fluorescence quantum yield is further improved. From the viewpoint of such steric protection effect of E, it is more preferable that the compound represented by general formula (11) is a compound represented by general formula (12).

[0111] [ka]

[0112] R 201 ~R 217are each independently hydrogen, deuterium, 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 amide group, a sulfonyl group, a sulfonate ester group, a sulfonamide group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, or a phosphine oxide group. These groups may be further substituted with the above-mentioned substituents. Examples of these groups include those exemplified in general formula (1).

[0113] R 201 ~R 217 Of these, R 201 and R 203 Among the electron donor substituents, at least one of them is preferably a group containing an electron donor substituent. Among the electron donor substituents, an alkyl group, a cycloalkyl group, a diarylamino group, a group containing triarylamino, or a group containing carbazole is preferred, and from the viewpoint of the stability of the compound and the difficulty of synthesis, an alkyl group, a cycloalkyl group, or a group containing carbazole is more preferred.

[0114] In order to further increase the fluorescence quantum yield, including delayed fluorescence, of the compound represented by general formula (12), R 206 , R 209 , R 212 and R 216 It is also preferred that at least one of the groups contains an electron donating substituent. In this case, the preferred substituent is R 201 and R 203 is the same as:

[0115] Similarly, in order to further increase the fluorescence quantum yield, including delayed fluorescence, of the compound represented by general formula (12), R 202is also preferably a group containing an electron-accepting substituent. The group containing an electron-accepting substituent is usually a skeleton having electron-withdrawing properties. Among them, a skeleton containing a heteroaryl group having a partial structure in which a carbon atom and a nitrogen atom are bonded by a double bond, a skeleton containing a fluorinated substituent, a skeleton containing a cyano group, a skeleton containing a carbonyl group, a skeleton containing a sulfoxide or disulfoxide, or a skeleton containing a phosphine oxide group is preferred. Among these, a skeleton containing a heteroaryl group having a partial structure in which a carbon atom and a nitrogen atom are bonded by a double bond, a skeleton containing a fluorinated substituent, or a skeleton containing a cyano group is more preferred from the viewpoint of the stability of the compound.

[0116] Among skeletons containing a heteroaryl group having a partial structure in which a carbon atom and a nitrogen atom are bonded by a double bond, specifically, skeletons containing pyridine, pyrimidine, pyrazine, triazine, quinoline, quinoxaline, quinazoline, or phenanthroline are preferred, and among these, skeletons containing pyrimidine, triazine, quinoxaline, or quinazoline are more preferred, and skeletons containing triazine are even more preferred.

[0117] Among the skeletons containing fluorinated substituents, skeletons containing fluorinated aryl groups or fluoroalkyl groups are more preferred.As the skeleton containing fluorinated aryl groups, fluorinated benzene rings are preferred, and specifically, skeletons containing fluorobenzene, difluorobenzene, trifluorobenzene, tetrafluorobenzene or pentafluorobenzene are more preferred.As the skeleton containing fluoroalkyl groups, skeletons containing benzene rings substituted with trifluoromethyl groups are preferred, and among these, skeletons containing mono(trifluoromethyl)benzene or bis(trifluoromethyl)benzene are more preferred.

[0118] Among the skeletons having a cyano group, skeletons containing cyanobenzene, dicyanobenzene, and tricyanobenzene are more preferred.

[0119] Examples of the compound represented by formula (11) are shown below, but the compound is not limited to these.

[0120] [ka]

[0121] The content of component (A) in the color-changing composition of the present invention can be selected according to 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 film to be produced. Here, the content of component (A) refers to the total content when two or more types of component (A) are contained. The content of component (A) is 1.0×10 -2 Parts by weight to 5 parts by weight are preferred.

[0122] In addition, when the color-changing composition contains both a light-emitting material (a) that emits green light and a light-emitting material (b) that emits red light, a part of the green light is converted into red light. Therefore, the content w of the light-emitting material (a) a and the content w of the luminescent material (b). b But, w a ≧w b The relationship between the content ratio of each material w a :w b is preferably 200:1 to 3:1. a and w b is the weight percent based on the weight of component (B).

[0123] <Component (B): Binder resin> The binder resin is preferably a material that forms a continuous phase and has excellent moldability, transparency, heat resistance, etc. Examples of the binder resin include photocurable resist materials having reactive vinyl groups such as acrylic, methacrylic, polyvinyl cinnamate, polyimide, and cyclic rubber, epoxy resin, silicone resin (including organopolysiloxane cured products (crosslinked products) such as silicone rubber and silicone gel), urea resin, fluorine resin, polycarbonate resin, acrylic resin, methacrylic resin, polyimide resin, cyclic olefin, polyethylene terephthalate resin, polypropylene resin, polystyrene resin, urethane resin, melamine resin, polyvinyl resin, polyamide resin, phenol resin, polyvinyl alcohol resin, cellulose resin, aliphatic ester resin, aromatic ester resin, aliphatic polyolefin resin, aromatic polyolefin resin, hydrogenated styrene resin, resin having a fluorene skeleton in the repeating unit, and copolymers thereof. Two or more of these may be included.

[0124] Among these resins, from the viewpoint of transparency, epoxy resins, silicone resins, acrylic resins, and ester resins are preferred, and from the viewpoint of heat resistance, acrylic resins and ester resins are more preferably used.

[0125] These resins can be obtained, for example, by copolymerizing the raw material monomers in the presence of a polymerization initiator, etc. Commercially available products can also be used.

[0126] The silicone resin may be either a thermosetting silicone resin or a thermoplastic silicone resin. The thermosetting silicone resin cures at room temperature or at a temperature of 50 to 200°C, and is excellent in transparency, heat resistance, and adhesiveness. As the thermosetting silicone resin, commercially available products, for example, silicone encapsulants for general LED applications, may be used. Specific examples thereof include OE-6630A / B and OE-6336A / B manufactured by DuPont-Toray Specialty Materials Co., Ltd., and SCR-1012A / B and SCR-1016A / B manufactured by Shin-Etsu Chemical Co., Ltd. As the thermoplastic silicone resin, commercially available products, for example, RSN series such as RSN-0805 and RSN-0217 manufactured by DuPont-Toray Specialty Materials Co., Ltd., may be used.

[0127] Examples of the binder resin include thermosetting resins, photocurable resins, thermoplastic resins, etc. Among these, thermoplastic resins are preferred because they have fewer reactive functional groups and therefore are less likely to inhibit the action of component (C), that is, they can more effectively exert the effects of component (C) in the binder resin.

[0128] From the viewpoint of further improving the durability of chromaticity, the glass transition temperature (Tg) of the thermoplastic resin is preferably 50 to 200° C., and more preferably 100 to 160° C. Here, the glass transition temperature of the thermoplastic resin can be measured by a commercially available measuring device (for example, a differential scanning calorimeter manufactured by Seiko Instruments Inc. (product name: DSC6220, heating rate: 0.5° C. / min)).

[0129] <Component (C): Salt of transition metal and organic acid> In order to prevent deterioration of the luminescent material, suppress changes in chromaticity over time, and improve durability, it is effective to incorporate an organic acid salt of a specific transition metal. These compounds act as singlet oxygen quenchers.

[0130] A singlet oxygen quencher is a compound that traps and inactivates singlet oxygen produced when oxygen molecules in the ground state are activated by excitation energy. The presence of a singlet oxygen quencher in a composition can prevent the luminescent material from being oxidized and deteriorated by singlet oxygen.

[0131] Next, the mechanism by which singlet oxygen is generated and the mechanism by which singlet oxygen is deactivated by a singlet oxygen quencher will be described in turn.

[0132] It is believed that singlet oxygen is unlikely to be generated by direct photoexcitation of triplet oxygen in the ground state. This is because the transition from triplet oxygen in the ground state to singlet oxygen in the excited state is a spin-forbidden transition, and the transition probability is very low. Therefore, it is believed that the generation of singlet oxygen in the color-changing composition of the present invention is due to the dye sensitization effect.

[0133] In other words, singlet oxygen is considered to be generated by the exchange of electrons and energy between the triplet excited state of the light-emitting material and the triplet oxygen molecule in the ground state. The generation mechanism is considered as follows. First, the singlet light-emitting material in the ground state becomes a singlet light-emitting material in an excited state due to photoexcitation, and then the singlet light-emitting material in the excited state becomes a triplet light-emitting material in an excited state due to intersystem crossing. The transition from the generated triplet light-emitting material in the excited state to the singlet light-emitting material in the ground state is a spin-forbidden transition, so the transition probability is usually low. However, when triplet oxygen in the ground state coexists, the spin forbidden is released due to the excitation from the triplet oxygen in the ground state to the singlet oxygen in the excited state, and the triplet light-emitting material can be quickly deactivated to the singlet light-emitting material in the ground state. This mechanism is called the Dexter mechanism (electron exchange mechanism). For the Dexter mechanism to proceed, electrons must be exchanged via intermolecular wave function overlap; therefore, it is believed that a direct collision between the energy donor molecule (in this case, an excited triplet dye) and the energy acceptor molecule (in this case, triplet oxygen in the ground state) is required.

[0134] It is also known that the higher the quantum yield of a fluorescent material, the more likely it is that singlet oxygen is generated. In other words, compared to a case where a non-luminescent absorbing dye is included, a fluorescent material with a high fluorescence quantum yield as in the present invention generates a large amount of singlet oxygen, so a singlet oxygen quencher that efficiently traps singlet oxygen is required.

[0135] Next, the mechanism of deactivation of singlet oxygen by the singlet oxygen quencher will be described. The transition from singlet oxygen in an excited state to triplet oxygen in a ground state is a spin-forbidden transition, so the transition probability is usually low. Here, when a singlet oxygen quencher coexists, similar to the generation mechanism of singlet oxygen, the spin-forbidden transition is released by the singlet oxygen quencher in the ground state being excited to the triplet quencher in the excited state, and the singlet oxygen can be quickly deactivated to triplet oxygen in the ground state. What is important here is that the deactivation of singlet oxygen also proceeds by the Dexter mechanism. In other words, it is necessary for the singlet oxygen and the singlet oxygen quencher to come into direct contact with each other, and for this purpose, it is preferable that the singlet oxygen quencher molecule is a molecule with small steric hindrance. In addition, in order to act as a singlet oxygen quencher, it is preferable that it is excited with energy smaller than the energy of singlet oxygen. That is, the present invention has found that an organic acid salt of a specific transition metal acts as a singlet oxygen quencher and improves the durability of the chromaticity of the light-emitting material. The transition metal is one or more selected from Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo, Ag and lanthanides, and forms a salt as a cation with the anion of the organic acid. These organic acid salts of transition metals are considered to be effective as singlet oxygen quenchers because they can efficiently absorb the excitation energy of singlet oxygen.

[0136] On the other hand, even if metals other than these, such as Ni, are used, the durability of the chromaticity is insufficient. Among the above-mentioned transition metals, Mn, Fe, Co, Cu, Ag, Ce, Pr, Nd, Sm, Eu, Gd, Ho, Er, and Tm are preferable, Mn, Cu, Ag, Nd, Sm, Eu, and Ho are more preferable, and Cu, Nd, and Sm are even more preferable. The acid value of Cu is preferably +2, and the oxidation numbers of Nd and Sm are preferably +3.

[0137] The color-changing composition of the present invention may contain two or more types of component (C), and the combinations thereof are not particularly limited.

[0138] Here, it is believed that the energy state of singlet oxygen deactivated by organic acid salts containing Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo or Ag is different from that of singlet oxygen deactivated by organic acid salts containing lanthanides. It is known that there are two types of energy states of singlet oxygen. One is that there are two π * The Σ state has one electron occupying each of the 2p orbitals, and the other has two π orbitals. * Two electrons occupy only one of the 2p orbitals, and the other π * The 2p orbital is a Δ state where the orbital is empty. The Δ state has a lower energy than the Σ state. Organic acid salts containing Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo, or Ag are thought to quench singlet oxygen in the Δ state, while organic acid salts containing lanthanides are thought to quench singlet oxygen in the Σ state.

[0139] Therefore, when the color-changing composition of the present invention contains two or more (C) components, it preferably contains at least a first (C) component and a second (C) component, the transition metal constituting the first (C) component being selected from the group consisting of Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo and Ag, and the transition metal constituting the second (C) component being a lanthanoid. Among these, it is more preferable that the transition metal constituting the first (C) component is Cu, and the transition metal constituting the second (C) component is Nd or Sm.

[0140] In addition, when the content of the first (C) component is w1 and the content of the second (C) component is w2, it is preferable that w1≦w2 is satisfied, whereby both singlet oxygen in the Σ state and singlet oxygen in the Δ state can be efficiently deactivated.

[0141] In the present invention, the transition metal is contained as an organic acid salt. Since the organic acid salt has excellent compatibility with the binder resin, the singlet oxygen quencher is dispersed in the binder resin as a monomolecule and easily comes into contact with singlet oxygen. In this case, the transition metal and the organic acid may be present as a salt in the binder resin, or may be dissociated into metal ions and organic acid ions. Therefore, singlet oxygen can be trapped more effectively, and the durability of the chromaticity can be improved.

[0142] On the other hand, inorganic acid salts of transition metal ions have a large polarity difference with the binder resin and are difficult to dissolve in, so the probability of contact with singlet oxygen is low and the durability of chromaticity is insufficient.

[0143] Examples of organic acids include carboxylic acids, thiocarboxylic acids, dithiocarboxylic acids, sulfonic acids, sulfinic acids, sulfenic acids, sulfamic acids, phenols, alcohols, thiols, carbamic acids, thiocarbamic acids, dithiocarbamic acids, diketones such as acetylacetone, phosphoric acids, thiophosphoric acids, and dithiophosphoric acids. Two or more of these may be used. Among these, carboxylic acids, sulfonic acids, dithiocarbamic acids, and dithiophosphoric acids are preferred, carboxylic acids, sulfonic acids, and diketones are more preferred, and carboxylic acids and diketones are even more preferred.

[0144] Examples of carboxylic acids include formic acid, acetic acid, propionic acid, 2-ethylhexanoic acid, octanoic acid, caprylic acid, benzoic acid, etc. Among these, 2-ethylhexanoic acid is preferred.

[0145] Examples of sulfonic acids include benzenesulfonic acid, p-toluenesulfonic acid, methanesulfonic acid, camphorsulfonic acid, succinic acid bis(2-ethylhexyl)sulfonic acid, etc. Among these, succinic acid bis(2-ethylhexyl)sulfonic acid is preferred.

[0146] Examples of dithiocarbamic acids include dimethyldithiocarbamic acid, diethyldithiocarbamic acid, dibutyldithiocarbamic acid, dibenzyldithiocarbamic acid, hexamethylenedithiocarbamic acid, pyrrolidine-N-dithiocarbamic acid, etc. Examples of dithiophosphoric acids include O,O'-diethyldithiophosphoric acid.

[0147] Examples of diketones include α-diketones such as diacetyl, β-diketones such as acetylacetone, γ-diketones such as 2,5-hexanedione, etc. Among these, β-diketones are preferred.

[0148] In addition, as described above, in order for the (C) component to function well as a singlet oxygen quencher, it is preferable that the (C) component is uniformly dispersed in the binder resin of the (B) component without aggregation. From the viewpoint of improving the solubility in the binder resin, the organic acid preferably has a substituent such as an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a thiol 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, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, or a phosphine oxide group, and at least a part of the hydrogen atoms of these substituents may be further substituted with the above-mentioned substituent. Among these, it is preferable that the alkyl group has any one of a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, and a substituted or unsubstituted aryl group, and it is more preferable that the alkyl group has a substituted or unsubstituted alkyl group and / or a substituted or unsubstituted cycloalkyl group.

[0149] In order to suppress the decrease in the quantum yield of the component (A) due to the component (C), it is preferable that the organic acid has a moderately bulky substituent. Since the color-changing composition according to the present invention contains the components (A) and (C) in the same layer, collisions between the components (A) and (C) may occur due to thermal diffusion. When the component (C) collides with the luminescent material in an excited state, the excitation energy of the luminescent material is transferred to the molecules of the component (C), the luminescent material in the excited state is deactivated, and the quantum yield of the component (A) may decrease.

[0150] In the present invention, the organic acid has a bulky substituent, which can suppress collisions between the (A) component and the (C) component, and can suppress a decrease in the quantum yield of the (A) component. Therefore, the number of carbon atoms in the substituted or unsubstituted alkyl group of the organic acid is preferably 2 or more, more preferably 4 or more, even more preferably 6 or more, and particularly preferably 7 or more.

[0151] Specific examples of the alkyl group of the organic acid include an ethyl group, a butyl group, a hexyl group, a 2-ethylhexyl group, and an octyl group. The number of carbon atoms of the substituted or unsubstituted cycloalkyl group of the organic acid is preferably 6 to 20, and more preferably 6 to 20 and the number of carbon atoms forming the ring structure of the cycloalkyl group is 6 or more. Specific examples of the cycloalkyl group of the organic acid include a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a norbornyl group, and an adamantyl group. The number of carbon atoms of the substituted or unsubstituted aryl group of the organic acid is preferably 6 to 40. Specific examples of the aryl group of the organic acid include a phenyl group and a naphthyl group. As the appropriately bulky substituent, a substituent having 4 or more carbon atoms is preferable, and a butyl group, a cyclohexyl group, a phenyl group, and a naphthyl group are preferable.

[0152] As the organic acid, ethylhexanoic acid or a derivative thereof, an acid containing an ethylhexyl group, or a diketone is preferred.

[0153] Among them, it is preferable that the β-diketone has a cycloalkyl group, and it is more preferable that the β-diketone has at least two cycloalkyl groups. When the β-diketone has a cycloalkyl group, it is preferable that the cycloalkyl group is selected from the group consisting of a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a norbornyl group, and an adamantyl group.

[0154] An example of a preferred organic acid is shown below.

[0155] [ka]

[0156] [ka]

[0157] The content of the (C) component in the color-changing composition of the present invention can be selected according to 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 film to be produced. Here, the content of the (C) component refers to the total content when two or more (C) components are contained. From the viewpoint of further improving the durability of chromaticity, the content of the (C) component is 1.0×10 -5 Parts by weight or more are preferable, and 1.0×10 -4 More preferably, 1.0×10 -3 On the other hand, the content of the (C) component is preferably 1 part by weight or less, and more preferably 1.0×10 -1 Parts by weight or less is more preferable, and 1.0×10 -2 Parts by weight or less is even more preferred.

[0158] <Other additives> The color-changing composition of the present invention may contain, in addition to the components (A), (B) and (C), additives such as fillers, antioxidants, processing and heat stabilizers, light resistance stabilizers such as UV absorbers, dispersants and 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.

[0159] Examples of the filler include fine particles of fumed silica, glass powder, quartz powder, titanium oxide, zirconia oxide, barium titanate, zinc oxide, and silicone fine particles. Two or more of these may be contained.

[0160] Examples of the antioxidant include phenol-based antioxidants such as 2,6-di-tert-butyl-p-cresol, 2,6-di-tert-butyl-4-ethylphenol, etc. Two or more of these may be contained.

[0161] Examples of processing and heat stabilizers include phosphorus-based stabilizers such as tributyl phosphite, tricyclohexyl phosphite, triethyl phosphine, diphenyl butyl phosphine, etc. Two or more of these may be contained.

[0162] 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. Two or more of these may be contained.

[0163] The content of these additives in the color-changing composition of the present invention can 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 thickness and transmittance of the film to be produced. The content of the additives is 1.0×10 -1 It is preferably from 1 part by weight to 10 parts by weight.

[0164] <Solvent> The color-changing composition of the present invention may further contain a solvent. As the solvent, it is preferable that the viscosity of the resin in a fluid state can be adjusted and that the solvent does not excessively affect the light emission and durability of the light-emitting material. For example, water, 2-propanol, ethanol, toluene, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, hexane, acetone, ethyl acetate, butyl acetate, terpineol, texanol, methyl cellosolve, ethyl cellosolve, butyl carbitol, butyl carbitol acetate, 1-methoxy-2-propanol, propylene glycol monomethyl ether acetate, etc. may be included. Two or more of these may be contained. Among these solvents, ethyl acetate is particularly suitable because it does not affect the deterioration of the compound represented by general formula (1) and has a small amount of residual solvent after drying.

[0165] In the color conversion layer containing the color conversion composition of the present invention or its cured product, the amount of remaining solvent after drying is preferably 3.0% by weight or less, more preferably 1.0% by weight or less, and even more preferably 0.5% by weight or less, from the viewpoint of further improving the durability of the color conversion film. When the amount of remaining solvent is 3.0% by weight or less, the probability of collision between the component (C) and singlet oxygen can be reduced by suppressing the solvation of the component (C) by the solvent remaining in the color conversion layer. As a result, the singlet oxygen quenching effect of the component (C) can be improved, which is preferable because the durability of the color conversion film can be further improved.

[0166] In addition, from the viewpoint of improving the quantum yield of the color conversion film, the amount of the remaining solvent is preferably 0.01% by weight or more, more preferably 0.05% by weight or more, and even more preferably 0.1% by weight or more. When the amount of the remaining solvent is 0.01% by weight or more, the proximity of the (A) component and the (C) component due to the intermolecular force can be suppressed, and the probability of collision between the (A) component and the (C) component can be reduced. As a result, the decrease in the quantum yield of the color conversion sheet caused by the transfer of the excitation energy of the (A) component to the molecules of the (C) component can be suppressed.

[0167] The amount of solvent remaining in the color conversion layer can be measured by gas chromatography. First, 20 mg of the composition constituting the color conversion layer is weighed out and dissolved in 2 mL of an organic solvent to prepare a sample for measuring the amount of remaining solvent. To prepare the sample for measuring the amount of remaining solvent, an organic solvent different from the organic solvent remaining in the color conversion layer is used. For example, xylene, N-methylpyrrolidone (NMP), anisole, etc. can be suitably used. The organic solvent remaining in the color conversion layer can be identified by GC / MS measurement. Next, a Shimadzu Corporation (GC-2010) is used as a measuring device to perform measurements under the following conditions. Detector: FID Column used: CP-Select 624 CB Detector temperature: 280℃ Carrier gas: He Carrier gas: Flow rate 6mL / min Heating conditions: After holding at 40°C for 4 minutes, heat to 260°C at a rate of 8°C / min, and then hold for 16 minutes.

[0168] <Method of manufacturing color-changing composition> An example of a method for producing the color-changing composition of the present invention is described below. The above-mentioned components (A) to (C) and, if necessary, additives and solvents are mixed to a predetermined composition, and then the color-changing composition can be obtained by homogeneously mixing or kneading using a stirrer / kneader. Examples of the stirrer / kneader include a homogenizer, a self-revolving stirrer, a three-roller, a ball mill, a planetary ball mill, and a bead mill. After mixing or dispersing, or during the mixing or dispersing process, degassing is preferably performed under vacuum or reduced pressure conditions. In addition, a certain component may be mixed in advance, or a treatment such as aging may be performed. It is also possible to remove the solvent using an evaporator to achieve a desired solid content concentration.

[0169] <Color conversion film> The color conversion film of the present invention contains the above-mentioned color conversion composition and / or its cured product. The color conversion film may have a color conversion layer containing the color conversion composition or its cured product, and a substrate layer or a barrier film as necessary, or may have two or more of these layers. As a representative structural example of the color conversion film, Figs. 1 to 4 show schematic cross-sectional views of an example of the color conversion film of the present invention. The color conversion film shown in Fig. 1 has a laminated structure of a substrate layer 10 and a color conversion layer 11. The color conversion film shown in Fig. 2 has a laminated structure in which the color conversion layer 11 is sandwiched between a plurality of substrate layers 10. The color conversion film shown in Fig. 3 has a laminated structure in which the color conversion layer 11 is sandwiched between a plurality of barrier films 12 and substrate layers 10. The color conversion film shown in Fig. 4 has a laminated structure in which a plurality of color conversion layers 11 are sandwiched between a plurality of substrate layers 10.

[0170] The thickness of the color conversion film is preferably 30 to 300 μm. Here, the thickness of the color conversion film refers to the combined thickness of all layers contained in the color conversion film, and refers to the film thickness (average film thickness) measured based on the thickness measurement method A by mechanical scanning in JIS K7130 (1999) Plastics - Films and Sheets - Thickness Measurement Method. By making the thickness of the color conversion film 30 μm or more, the toughness of the film can be improved, and by making it 300 μm or less, cracks can be suppressed.

[0171] (base material layer) Examples of the substrate layer include glass and resin films. The resin film is preferably a plastic film such as polyethylene terephthalate (PET), polyphenylene sulfide, polycarbonate, polypropylene, or polyimide. The substrate layer may have a surface that has been subjected to a release treatment in advance to facilitate peeling of the film. The substrate layer preferably has a thickness of 38 to 3000 μm.

[0172] (Color conversion layer) The color conversion layer contains the above-mentioned color conversion composition or its cured product. When there are multiple color conversion layers, the color conversion layers may be directly laminated or may be laminated via an adhesive layer. The thickness of the color conversion layer is preferably 30 to 100 μm.

[0173] (Barrier film) The barrier film is preferably one that suppresses the intrusion of oxygen, moisture, heat, etc. into the color conversion layer, and may have two or more layers of barrier film. The barrier film may be provided on both sides of the light conversion layer, or on one side.

[0174] Examples of the film having gas barrier properties 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 carbonitride, metal oxide thin films and metal nitride thin films obtained by adding other elements to these, and 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 vinyl acetate. Two or more of these may be included. Examples of the film having a barrier function against moisture include films containing various resins such as polyethylene, polypropylene, nylon, polyvinylidene chloride, copolymers of vinylidene chloride and vinyl chloride, copolymers of vinylidene chloride and acrylonitrile, fluorine resins, and polyvinyl alcohol resins such as saponified vinyl acetate.

[0175] Depending on the required functions, the color conversion film of the present invention may further have an auxiliary layer having a light diffusion layer, an adhesive layer, an anti-reflection function, an anti-glare function, an anti-reflection and anti-glare function, a hard coat function (abrasion resistance function), an antistatic function, an anti-fouling function, an electromagnetic wave shielding function, an infrared ray cutting function, an ultraviolet ray cutting function, a polarizing function, or a color-tuning function.

[0176] <Manufacturing method of color conversion film> Next, an example of a method for producing the color conversion film of the present invention will be described. The color conversion composition prepared by the above-mentioned method is applied to a substrate and dried to form a color conversion layer. When the binder resin is a thermosetting resin, the color conversion composition may be applied to the substrate and then heat-cured to form a color conversion layer, and when the binder resin is a photocurable resin, the color conversion composition may be applied to the substrate and then photocured to form a color conversion layer.

[0177] Coating can be performed by a reverse roll coater, blade coater, comma coater, slit die coater, direct gravure coater, offset gravure coater, kiss coater, natural roll coater, air knife coater, roll blade coater, two-stream coater, rod coater, wire bar coater, applicator, dip coater, curtain coater, spin coater, knife coater, etc. In order to obtain a uniform thickness of the color conversion layer, coating is preferably performed by a slit die coater, comma coater or dip coater.

[0178] The color conversion layer can be dried using a general 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. It is also possible to heat and cure the layer stepwise by a method such as step curing.

[0179] When the color conversion layer is formed by heat curing, a hot air oven or the like can be used as a heating device. Heating conditions can be selected according to the binder resin. For example, the heating temperature is preferably 100° C. to 300° C., and the heating time is preferably 1 minute to 2 hours.

[0180] When forming a color conversion layer by photocuring, it is preferable to irradiate with high-energy light such as ultraviolet light. The light irradiation conditions can be selected according to the binder resin. For example, the wavelength of the irradiated light is preferably 200 nm to 500 nm, and the irradiation dose is preferably 10 mJ / cm. 2 ~10J / cm 2 is preferred.

[0181] After the color conversion layer is produced, the substrate can be changed as necessary. In this case, simple methods include a method of replacing the substrate using a hot plate, or a method of using a vacuum laminator or a dry film laminator.

[0182] <Light source unit> The light source unit of the present invention includes at least a light source and a color converting composition or a color converting film.

[0183] <Light source> Regarding the type of light source, any light source can be used as long as it emits light in a wavelength range that can be absorbed by the light-emitting material to be mixed, such as the compound represented by general formula (1). For example, any light source, such as a hot cathode tube, a cold cathode tube, a fluorescent light source such as an inorganic EL, an organic electroluminescence element light source, an LED light source, an incandescent light source, or sunlight, can be used in principle. Among these, an LED is a suitable light source, and for display and lighting applications, a blue LED having a light source in the range of 430 to 500 nm is even more suitable in that it can increase the color purity of blue light.

[0184] The light source may have one emission peak or two or more emission peaks, but in order to improve color purity, it is preferable to have one emission peak. It is also possible to use multiple light sources with different emission peaks in any combination.

[0185] When the light source unit of the present invention includes a color conversion composition, the arrangement of the light source and the color conversion composition is not particularly limited, and the color conversion composition may be directly applied to the light source, or the color conversion composition may be applied to a film or glass separated from the light source. When the light source unit of the present invention includes a color conversion film, the arrangement of the light source and the color conversion film is not particularly limited, and the light source and the color conversion film may be in close contact with each other, or a remote phosphor type in which the light source and the color conversion film are separated from each other may be used. In addition, a color filter may be further included for the purpose of increasing color purity.

[0186] The light source unit of the present invention is useful for various light sources such as spatial lighting and backlighting, and specifically can be used for applications such as displays, lighting, interiors, signs, and billboards, but is particularly suitable for use in displays and lighting.

[0187] <Compound> The compound having the structure represented by the general formula (3) will be described in detail below.

[0188] [ka]

[0189] R 101 ~R 103 may be the same or different and are selected from 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 thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen atom, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, and a fused ring and an aliphatic ring formed between adjacent substituents.

[0190] However, the following conditions (A) and (B) are met. Condition (A): R 101 ~R 103 one of which is a cycloalkyl group (a) having 6 or more carbon atoms; Condition (B): At least one other than condition (A) is selected from an aryl group, a cycloalkyl group (b), a cycloalkenyl group, an aliphatic heterocyclic group, and an alkyl group having 5 or more carbon atoms.

[0191] Examples of the cycloalkyl group (a) having 6 or more carbon atoms include the groups exemplified as the substituted or unsubstituted cycloalkyl group in the component (C) described above.

[0192] The cycloalkyl group (b) is preferably a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms. More preferably, it is a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms and having 3 or more carbon atoms forming the ring structure of the cycloalkyl group. Even more preferably, it is a substituted or unsubstituted cycloalkyl group having 5 to 20 carbon atoms and having 5 or more carbon atoms forming the ring structure of the cycloalkyl group. Even more preferably, it is a substituted or unsubstituted cycloalkyl group having 6 to 20 carbon atoms and having 6 or more carbon atoms forming the ring structure of the cycloalkyl group.

[0193] When the compound represented by the general formula (3) satisfies the conditions (A) and (B), R 101 ~R 103 Since the oxidation of R by oxygen can be suppressed, the stability of the compound represented by the general formula (3) against singlet oxygen is further improved, and the function as a singlet oxygen quencher is further improved. 101 ~R 103 By introducing a cycloalkyl group having 6 or more carbon atoms into at least one of the above, the metal can be sterically protected.

[0194] Furthermore, when the compounds represented by general formula (3) satisfy the conditions (A) and (B), the interaction between the compounds represented by general formula (3) is suppressed, and thus aggregation of the compounds represented by general formula (3) can be prevented.

[0195] When the compound represented by general formula (3) satisfies condition (A), the metal M contained in general formula (3) can be sufficiently protected. As a result, the probability of collision with the luminescent material in the color conversion layer can be reduced, which suppresses the decrease in the quantum yield of the luminescent material and further improves the durability of the chromaticity of the color conversion film.

[0196] The compound represented by formula (3) may be a hydrate.

[0197] M is selected from the group consisting of Sc, V, V=O, Mn, Ni, Cu, Zr, O=Mo=O, and Ag.

[0198] n is an integer of 2 to 4. When n is 2, M is preferably Cu, V=O, Mn, or Ni, and when n is 3, M is preferably V or Mn. When n is 4, M is preferably Zr. In particular, it is more preferable that M is Cu and n is 2 in the general formula (3).

[0199] An example of a preferred compound according to the present invention is shown below.

[0200] [ka]

[0201] [ka]

[0202] [ka]

[0203] [ka]

[0204] [ka]

[0205] [ka]

[0206] [ka]

[0207] The compound represented by the general formula (3) has a highly planar skeleton and can be used as a catalyst or a singlet oxygen quencher. Among them, the compound represented by the general formula (3) can efficiently absorb the excitation energy of singlet oxygen, so it is preferable to use it as a singlet oxygen quencher in a color conversion film. EXAMPLES

[0208] The present invention will be described below with reference to examples, but the present invention is not limited to these examples. First, the evaluation methods used in the examples will be described.

[0209] <Evaluation of color durability> A current of 30 mA was passed through a light-emitting device equipped with the color conversion film and blue LED (manufactured by USHIO EPITEX; model number SMBB450H-1100, emission peak wavelength: 450 nm) produced in each Example and Comparative Example to light the blue LED, and the initial chromaticity (x, y) was measured using a spectroradiometer (CS-1000, manufactured by Konica Minolta). The distance between each color conversion film and the blue LED element was 3 cm. After that, the light from the blue LED element was continuously irradiated for 1000 hours in an environment of 50°C, and the chromaticity (x, y) was measured in the same manner, and the chromaticity durability of the color conversion film was evaluated by calculating the deviation (Δx, Δy) from the initial chromaticity.

[0210] < 1 H-NMR Measurement Compound 1 H-NMR was performed using a superconducting FTNMR EX-270 (manufactured by JEOL Ltd.) in a deuterated chloroform solution.

[0211] <Fluorescence quantum yield measurement> The color conversion films produced in each of the Examples and Comparative Examples were cut into 8 mm square samples, and the fluorescence quantum yields were measured by exciting the samples with 450 nm excitation light using a Quantaurus-QY absolute fluorescence quantum yield measurement device manufactured by Hamamatsu Photonics.

[0212] <Measurement of remaining solvent amount> The amount of remaining solvent in the green color conversion layer and the red color conversion layer was measured by the following procedure. The green color conversion layer or the red color conversion layer formed on the polyester film "Lumirror" (registered trademark) U48 (manufactured by Toray Industries, Inc., thickness 50 μm) was peeled off from the polyester film, and 20 mg of the color conversion layer alone was weighed. Next, it was dissolved in 2 mL of NMP to prepare a sample for measuring the amount of remaining solvent. The measurement was performed under the following conditions using a measuring device manufactured by Shimadzu Corporation (GC-2010). Detector: FID Column used: CP-Select 624 CB Detector temperature: 280℃ Carrier gas: He Carrier gas flow rate: 6mL / min Heating conditions: After holding at 40°C for 4 minutes, heat to 260°C at a rate of 8°C / min, and then hold for 16 minutes.

[0213] The materials used in the examples are shown below.

[0214] <Light-emitting materials and salts of transition metals and organic acids> In the following examples and comparative examples, compounds G-1, G-4, R-1, R-4, and A-1 to A-9 are the compounds shown below.

[0215] [ka]

[0216] G-2: Organic light-emitting material other than the compound represented by general formula (1) (Coumarin 6 manufactured by SIGMA-ALDRICH) G-3: SIGMA-ALDRICH quantum dots (product number 753777) R-2: an organic light-emitting material other than the compound represented by general formula (1) ("Lumogen" (registered trademark) F Red 300 manufactured by BASF) R-3: SIGMA-ALDRICH quantum dots (product number 753882) In the following examples and comparative examples, Q-1 to Q-15 are salts consisting of combinations of transition metal ions and organic acid anions shown in Table 1. X-1, X-2, and X-3 are the compounds shown below.

[0217] (Synthesis Example 1) Method for synthesizing compound Q-12 Potassium tert-butoxide (7.4 g), cyclohexyl methyl ketone (5.0 g) and super-dehydrated DMF (40 mL) were placed in a flask, and methyl cyclohexanecarboxylate (3.8 g) was added in small portions under heating at 55°C, followed by stirring for 2 hours. After cooling to an internal temperature of 10°C or less using an ice bath, several drops of 10% by mass aqueous hydrochloric acid were added to neutralize the reaction solution, and 60 mL of water was added and stirred for 10 minutes. The precipitated solid was filtered and washed with water. The resulting reaction product was purified by silica gel chromatography to obtain 2.3 g of compound A-7.

[0218] 1 H-NMR (CDCl3, ppm): 15.70 (br, 1H), 5.52 (s, 1H), 2.17 (m, 2H), 1.84 (m, 8H), 1.71 (m, 2H), 1.35 (m, 10H).

[0219] Compound A-7 (0.6 g) and methanol (5 mL) were placed in a flask, and several drops of 10% by mass potassium aqueous solution were added to adjust the pH to 10, followed by stirring at room temperature for 10 minutes. A reaction solution in which copper (II) acetate hydrate (0.26 g) was dissolved in pure water (6.5 mL) was added dropwise, and the mixture was stirred at room temperature for 5 hours. The precipitated solid was filtered and washed with water to obtain 0.5 g of compound Q-12.

[0220] Compounds other than those mentioned above can be easily synthesized by changing various raw materials such as ketone raw material and methyl carboxylate raw material.

[0221] [ka]

[0222] [Table 1]

[0223] <Resin> As a binder resin for the color conversion layer, polymethyl methacrylate resin BR-85 (manufactured by Mitsubishi Chemical Corporation) (glass transition temperature: 105° C.) was used.

[0224] The polyester resin "Vylon" (registered trademark) 630 (Toyobo Co., Ltd.) was used as the resin for the adhesive layer.

[0225] Example 1 100 parts by weight of binder resin (BR-85) was mixed with 0.40 parts by weight of compound G-1, 0.003 parts by weight of compound Q-4, and 300 parts by weight of ethyl acetate as a solvent, and 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.) to obtain a green color converting composition as a resin liquid for producing a green color converting layer.

[0226] Next, 100 parts by weight of binder resin (BR-85) was mixed with 0.08 parts by weight of compound R-1, 0.003 parts by weight of compound Q-4, and 300 parts by weight of ethyl acetate as a solvent, and then the mixture was stirred and degassed at 1000 rpm for 20 minutes using a planetary stirring and degassing device "Mazerustar" KK-400 (manufactured by Kurabo Co., Ltd.) to obtain a red color conversion composition as a resin liquid for preparing a red color conversion layer.

[0227] Next, 100 parts by weight of "Vylon" 630 as the resin was mixed with 300 parts by weight of ethyl acetate as the solvent, and then the mixture was stirred and degassed for 20 minutes at 300 rpm using a planetary stirring and degassing device "Mazerustar" KK-400 (manufactured by Kurabo Industries, Ltd.) to obtain a resin composition for the adhesive layer.

[0228] Next, the green color converting composition was applied onto a polyester film "Lumirror" (registered trademark) U48 (manufactured by Toray Industries, Inc., thickness 50 μm) using a slit die coater, and heated and dried at 120°C for 20 minutes to form a green color converting layer with an average thickness of 20 μm.

[0229] Similarly, the red color conversion composition was applied to the PET base layer side of the light diffusion film "Chemical Mat" 125PW (Kimoto Co., Ltd., thickness 138 μm) using a slit die coater, and then heated and dried at 120°C for 20 minutes to form a red color conversion layer with an average thickness of 20 μm.

[0230] Similarly, the resin composition for the adhesive layer was applied using a slit die coater onto a red color conversion layer formed on the PET base layer side of the light diffusion film "Chemical Mat" 125PW (Kimoto Co., Ltd., thickness 138 μm), heated at 120°C for 20 minutes, and dried to form an adhesive layer with an average thickness of 10 μm.

[0231] Next, the above two units were heat-laminated so that the green color conversion layer and the adhesive layer were directly laminated to produce a color conversion film with the following structure: base layer / green color conversion layer / adhesive layer / red color conversion layer / light diffusion film.

[0232] When blue light was converted using the color conversion film prepared, when only the green light emission region was extracted, green light was obtained with a peak wavelength of 529 nm and a half-width of the emission spectrum at the peak wavelength of 27 nm, and when only the red light emission region was extracted, red light was obtained with a peak wavelength of 635 nm and a half-width of the emission spectrum at the peak wavelength of 50 nm.

[0233] In addition, the fluorescence quantum yield of the color conversion film and the durability of the chromaticity were evaluated by the above-mentioned methods.

[0234] (Examples 2 to 5, 16, 25, 34, 43, 54, Comparative Examples 1 to 7) Color conversion films were produced in the same manner as in Example 1, except that the type of component (C) and its amount added were as shown in Table 2. In Comparative Example 1, component (C) was not added. In Comparative Examples 2 to 7, component (C) was not added, and Q-1, Q-2, Q-3, X-1, X-2, and X-3 were added as other additives, respectively. The color conversion films produced in each Example and Comparative Example were subjected to measurement of fluorescence quantum yield and evaluation of chromaticity durability. The results are shown in Table 2. The results of Example 1 are also summarized in Table 2.

[0235] [Table 2]

[0236] In comparison with Comparative Example 1, in which no component (C) was added, the chromaticity changes (Δx, Δy) of Examples 1 to 5, 16, 25, 34, 43, and 54 are smaller, and it is clear that durability has been improved. 2+ It can be seen that durability is most improved when the organic acid component is A-1, when comparing Examples 3 to 5. It can be seen that durability is more improved when the organic acid component is A-4, when comparing Examples 3 to 5, 16, 25, 34, 43, and 54. When the transition metal ion is Ni 2+ It can be seen that the light durability of Examples 1 to 5 is improved compared to Comparative Examples 1 to 4, which have the same composition as Examples 1 to 5. Furthermore, in Comparative Examples 5 to 7, which did not use the component (C) and added X-1, X-2, and X-3 as other additives, the light durability was not improved and the quantum yield decreased.

[0237] (Examples 6 to 13, 17 to 24, 26 to 33, 35 to 42, 44 to 51, 55 to 76) Color conversion films were produced in the same manner as in Example 1, except that the type and amount of component (C) added were as shown in Tables 3 to 10. The color conversion films produced in each Example and Comparative Example were subjected to measurement of fluorescence quantum yield and evaluation of chromaticity durability. The results are shown in Tables 3 to 10. The results of Examples 3, 16, 25, 34, 43 and 54 are also shown in Tables 3, 4, 5, 6, 7 and 8, respectively.

[0238] [Table 3]

[0239] [Table 4]

[0240] [Table 5]

[0241] [Table 6]

[0242] [Table 7]

[0243] [Table 8]

[0244] [Table 9]

[0245] [Table 10]

[0246] It was found that the greater the amount of component (C) added, the greater the improvement in durability, but when the amount added was 1 part by weight or more, the effect of improving durability remained unchanged. In addition, there was a tendency for the fluorescence quantum yield to improve as the amount added decreased. Furthermore, it was found that when the transition metal constituting component (C) was a lanthanide, the quantum yield was less likely to decrease even when the amount added was increased.

[0247] (Examples 14, 15, 52, 53, 77, Comparative Examples 8 and 9) A color conversion film was produced in the same manner as in Example 1, except that the type of (A) component, the type of (C) component and the amount of addition were as shown in Table 11. The color conversion films produced in each Example and Comparative Example were subjected to measurement of the fluorescence quantum yield and evaluation of the durability of the chromaticity. The results are shown in Table 11. The results of Examples 3 and 43 are also shown in Table 11. Comparing Examples 14 to 15 with Comparative Examples 8 to 9, it is found that the chromaticity change (Δx, Δy) is smaller and the durability is improved. Comparing Examples 14 to 15 with Example 3, it is found that the durability is further improved when the compound represented by general formula (1) is used. Comparing Examples 52 to 53 with Comparative Examples 8 to 9, it is found that the chromaticity change (Δx, Δy) is smaller and the durability is improved. Comparing Examples 52 to 53 with Example 43, it is found that the durability is further improved when the compound represented by general formula (1) is used. Furthermore, comparing Example 3 with Example 77, it is found that in the compound represented by general formula (1), when X is CR 7 and R 7 It was found that when is a group represented by general formula (2), the decrease in quantum yield can be further suppressed.

[0248] [Table 11]

[0249] (Examples 78 to 83) A color conversion film was produced in the same manner as in Example 1, except that the type of (C) component and its amount added were as shown in Table 12. The color conversion films produced in each Example and Comparative Example were subjected to measurement of the fluorescence quantum yield and evaluation of the durability of the chromaticity. The results are shown in Table 12. The results of Example 21 are also shown again. Compared with Example 21, which used only one type of (C) component, it was found that Examples 79 to 82, which contain at least the first (C) component and the second (C) component, in which the transition metal constituting the first (C) component is selected from the group consisting of Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo and Ag, and the transition metal constituting the second (C) component is a lanthanoid, and in which the content w1 of the first (C) component and the content w2 of the second (C) component satisfy the relationship w1≦w2, have improved durability.

[0250] [Table 12]

[0251] (Examples 84 to 90) A color conversion film was produced in the same manner as in Example 21, except that the drying temperature and drying time during preparation of the color conversion layer were as shown in Table 13. The amount of remaining solvent in the color conversion film produced in each Example and Comparative Example was measured, and the fluorescence quantum yield of the color conversion film and the durability of chromaticity were evaluated. The results are shown in Table 13. The results of Example 21 are also shown again. It was found that the smaller the amount of remaining solvent in the color conversion layer, the better the durability. It was also found that the fluorescence quantum yield decreases when the amount of remaining solvent in the color conversion layer is 0.02 wt % or less.

[0252] [Table 13]

[0253] (Examples 91 to 95) A color conversion film was produced in the same manner as in Example 1, except that the type and amount of the (A) component and the type and amount of the (C) component were as shown in Table 14. The compounds of the (A) component used are shown below. The color conversion films produced in each Example and Comparative Example were subjected to measurement of the fluorescence quantum yield and evaluation of the durability of the chromaticity. The results are shown in Table 14. From these Examples, it can be seen that there is a difference in the obtained fluorescence quantum yield while maintaining the durability improvement effect by adding Q-9. That is, in Example 93, which uses G-7 represented by general formula (11) as a compound that emits delayed fluorescence, the fluorescence quantum yield is further improved, and in Examples 94 and 95, which use G-8 and G-9 represented by general formula (12), the fluorescence quantum yield is further improved. This reflects the result that the electronic interaction with the (C) component is suppressed due to the steric protection effect of the central atom boron atom, as described in the specification.

[0254] [ka]

[0255] [Table 14] [Explanation of symbols]

[0256] 1 Color conversion film 10 Base material layer 11 Color conversion layer 12 Barrier film

Claims

1. Contains the following components (A), (B) and (C), A color-changing composition in which the organic acid constituting component (C) is at least one of an acid containing an ethylhexyl group, ethylhexanoic acid, and a β-diketone. Component (A): Light-emitting material Component (B): Binder resin Component (C): a salt of at least one transition metal selected from the group consisting of Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo, Ag, and lanthanoids with an organic acid.

2. A color-changing composition comprising the following components (A), (B) and (C): Component (A): Light-emitting material Component (B): Binder resin Component (C): a salt of at least one transition metal selected from the group consisting of Sc, V, Mn, Fe, Co, Y, Zr, Mo, Ag, and lanthanoids with an organic acid.

3. 3. The color-changing composition according to claim 1, wherein the organic acid constituting component (C) contains an alkyl group having 2 or more carbon atoms.

4. 3. A color-changing composition according to claim 1, wherein the organic acid constituting component (C) contains an alkyl group having 4 or more carbon atoms.

5. A color-changing composition according to any one of claims 2 to 4, wherein the organic acid constituting component (C) is an acid containing an ethylhexyl group and / or ethylhexanoic acid.

6. The color-changing composition according to any one of claims 2 to 4, wherein the organic acid constituting component (C) is a β-diketone.

7. The color-changing composition according to claim 1 or 6, wherein the β-diketone has a cycloalkyl group.

8. 8. The color-changing composition according to claim 1, wherein the β-diketone has at least two cycloalkyl groups.

9. 9. A color-changing composition according to claim 7 or 8, wherein the cycloalkyl group is selected from the group consisting of a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a norbornyl group and an adamantyl group.

10. 2. The color-changing composition according to claim 1, wherein the transition metal constituting component (C) is Cu.

11. 11. The color-changing composition according to claim 10, wherein the oxidation number of Cu constituting component (C) is +2.

12. 10. The color-changing composition according to claim 1, wherein the transition metal constituting component (C) is Nd or Sm, the oxidation number of which is +3.

13. The color-changing composition according to claim 1 , which comprises two or more types of component (C).

14. 14. A color-changing composition according to claim 13, comprising at least a first (C) component and a second (C) component among two or more of the (C) components, wherein the transition metal constituting the first (C) component is selected from the group consisting of Sc, V, Mn, Fe, Co, Cu, Y, Zr, Mo and Ag, and the transition metal constituting the second (C) component is a lanthanoid.

15. The content of the (C) component is 1.0×10 relative to 100 parts by weight of the (B) component. -5 The color-changing composition according to any one of claims 1 to 14, which is contained in an amount of from 0.1 part by weight to 1 part by weight.

16. 15. The color-changing composition according to claim 14, wherein the content w1 of the first (C) component and the content w2 of the second (C) component satisfy the relationship w1≦w2.

17. The color-changing composition according to any one of claims 1 to 16, wherein the light-emitting material is an organic light-emitting material.

18. The color-changing composition according to any one of claims 1 to 17, wherein the component (A) contains a compound represented by the following general formula (1): 【Chemistry 1】 (X is C-R 7 Or N. 1 ~R 9 may be the same or different, and are selected from 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 thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen atom, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, and a fused ring and an aliphatic ring formed between adjacent substituents.

19. In the general formula (1), X is C-R 7 and R 7 The color-changing composition according to claim 18 , wherein is a group represented by the following general formula (2): 【Chemistry 2】 (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 thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen atom, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, and a phosphine oxide group; k is an integer of 1 to 3; when k is 2 or more, each r may be the same or different.)

20. The color-changing composition according to any one of claims 1 to 17, wherein the component (A) is a compound that emits delayed fluorescence.

21. The color-changing composition according to claim 20, wherein the compound that emits delayed fluorescence is a compound represented by the following general formula (11): 【Chemistry 3】 (Ring Za, ring Zb, and ring Zc are each independently a substituted or unsubstituted aryl ring having 6 to 30 ring carbon atoms or a substituted or unsubstituted heteroaryl 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. 1 When R is NRa, R may or may not be bonded to ring Za or ring Zb to form a ring; 2 When is NRa, Ra may or may not form a ring by bonding with ring Za or ring Zc. Each Ra is independently a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group. E is a boron atom, a phosphorus atom, SiRb (a silicon atom having a substituent Rb), P=O, or P=S. Each Rb is independently a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group.)

22. 22. The color-changing composition according to claim 21, wherein the compound represented by general formula (11) is a compound represented by the following general formula (12): 【Chemistry 4】 (R 201 ~R 217 are each independently hydrogen, deuterium, 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 amide group, a sulfonyl group, a sulfonate ester group, a sulfonamide group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, or a phosphine oxide group. These groups may be further substituted.)

23. 23. The color-changing composition according to claim 1, wherein the component (A) contains at least one of the following luminescent materials (a) and (b): Luminescent material (a): A luminescent material that emits light with a peak wavelength observed in the range of 500 nm to 580 nm when excited with light having a wavelength in the range of 430 nm to 500 nm. Luminescent material (b): A luminescent material that emits luminescence having a peak wavelength observed in the range of 580 nm to 750 nm when excited by either or both of excitation light having a wavelength in the range of 430 nm to 500 nm and the emission from luminescent material (a).

24. The color-changing composition according to any one of claims 1 to 23, wherein component (B) is a thermoplastic resin.

25. A color converting film comprising the color converting composition according to any one of claims 1 to 24 or a cured product thereof.

26. 26. The color converting film according to claim 25, wherein the content of the solvent in the color converting composition or the cured product thereof is 0.01% by weight or more and 3.0% by weight or less.

27. A light source unit comprising a light source and the color converting composition according to any one of claims 1 to 24 or the color converting film according to claim 25 or 26.

28. 28. The light source unit of claim 27, wherein the light source is a light emitting diode having a maximum emission in the range of 430 nm to 500 nm.

29. A display comprising a light source unit according to claim 27 or 28.

30. A lighting device comprising the light source unit according to claim 27 or 28.

31. A compound having a structure represented by the following general formula (3): 【Chemistry 5】 (R 101 ~R 103 may be the same or different and are selected from 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 thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen atom, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, and a fused ring and an aliphatic ring formed between adjacent substituents. However, the following conditions (A) and (B) are satisfied. Condition (A): R 101 ~R 103 one of which is a cycloalkyl group (a) having 6 or more carbon atoms; Condition (B): At least one other than condition (A) is selected from the group consisting of an aryl group, a cycloalkyl group, a cycloalkenyl group, an aliphatic heterocyclic group, and an alkyl group having 5 or more carbon atoms. M is selected from the group consisting of Sc, V, V=O, Mn, Ni, Cu, Zr, O=Mo=O, and Ag. n is an integer from 2 to 4.

32. The compound according to claim 31, wherein in the general formula (3), M is Cu and n is 2.

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