composition

Abstract

This composition, which contains Ce and a compound represented by general formula (1), provides a color conversion material which exhibits excellent brightness. (X represents C-R7 or N. R1-R9 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(thio)ether group, an aryl group, a heteroaryl group, halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, -COORu, -OOCRv, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group and a condensed ring and aliphatic ring formed between adjacent substituents. Ru-Ry represent an alkyl group, a cycloalkyl group, an aryl group or a heteroaryl group.)

Description

composition

[0001] The present invention relates to a composition. More specifically, the present invention relates to a composition containing Ce and a specific pyrromethene compound.

[0002] There has been active research into applying multi-color technology using color conversion methods to liquid crystal displays, organic EL displays, lighting, etc. Color conversion refers to converting light emitted from a light emitter into light with a longer wavelength, such as converting blue light into green or red light.

[0003] By forming this composition having color conversion function into a film and combining it with, for example, a blue light source, it becomes possible to obtain the three primary colors of blue, green, and red from the blue light source, i.e., to obtain white light. By using a white light source combining such a blue light source with a film having color conversion function as a backlight unit and combining it with a liquid crystal driving section and a color filter, it becomes possible to produce a full-color display. Furthermore, a white light source combining a blue light source with a film having color conversion function can also be used as a white light source for LED lighting, etc.

[0004] Issues facing liquid crystal displays that utilize a color conversion system include improving color reproducibility and durability. To improve color reproducibility, it is effective to narrow the half-widths 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. To solve this problem, for example, color conversion materials containing pyrromethene compounds have been proposed (see, for example, Patent Documents 1 and 2). Furthermore, a technology for improving durability has been proposed in which a salt of at least one transition metal selected from the lanthanoid group and an organic acid is added as a light stabilizer to a color conversion material using a pyrromethene compound (see, for example, Patent Document 3).

[0005] JP 2010-61824 A JP 2014-136771 A International Publication No. 2021 / 192795

[0006] The techniques described in Patent Documents 1 to 3 make it possible to obtain color-changing compositions that have excellent color reproducibility and excellent durability with little decrease in luminance even when used continuously for long periods of time. However, it has been found that a new problem of low luminance exists in response to the recent demand for even better color reproducibility.

[0007] Therefore, an object of the present invention is to provide a color conversion material that is excellent in luminance.

[0008] In order to solve the above problems, the present invention has the following configuration: (1) A composition containing Ce and a compound represented by the following general formula (1):

[0009]

[0010] (X is C-R ７ Or N. １ ~R ９ may be the same or different, and are each 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, -COOR ｕ , -OOCR ｖ R is selected from the group consisting of an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, and a fused ring or aliphatic ring formed between adjacent substituents. ｕ ~R ｙ is an alkyl group, a cycloalkyl group, an aryl group, or a heteroaryl group.) (2) In the general formula (1), X is C—R ７ and R ７ is a group represented by the following general formula (2):

[0011]

[0012] (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.) (3) In the general formulas (1) and (2), R １ ~R ７ (4) In the general formulas (1) and (2), at least one of R １ ~R ７ (5) The composition according to (2) or (3), wherein at least two of the following groups contain a functional group having an unshared electron pair: １ ~R ７ (6) The composition according to any one of (2) to (5), wherein in the general formulas (1) and (2), the functional group having an unshared electron pair is one or more groups selected from the group consisting of a carbonyl group, an aldehyde group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, and an ester group. (7) The composition according to any one of (2) to (6), wherein in the general formulas (1) and (2), the functional group having an unshared electron pair is an ester group. (8) The composition according to any one of (2) to (6), wherein the content of Ce is 1.0 × 10 relative to 100 parts by weight of the compound represented by the general formula (1). －４The composition according to any one of claims (1) to (7), wherein the compound represented by general formula (1) is a compound that exhibits luminescence with a peak wavelength observed in the region of 500 nm to less than 580 nm when excited with light having a wavelength of 430 nm to less than 500 nm. (10) The composition according to any one of claims (1) to (8), wherein the compound represented by general formula (1) is a compound that exhibits luminescence with a peak wavelength observed in the region of 580 nm to less than 750 nm when excited with light having a wavelength of 430 nm to less than 580 nm.

[0013] The compound of the present invention provides a color-changing composition having high brightness, and can improve the color reproducibility of liquid crystal displays.

[0014] Fig. 1 is a schematic cross-sectional view showing a first example of a color conversion sheet. Fig. 2 is a schematic cross-sectional view showing a second example of a color conversion sheet. Fig. 3 is a schematic cross-sectional view showing a third example of a color conversion sheet. Fig. 4 is a schematic cross-sectional view showing a fourth example of a color conversion sheet.

[0015] The composition according to the embodiment of the present invention will be specifically described below, but the present invention is not limited to the following embodiment and can be practiced with various modifications depending on the purpose and application. The composition according to the embodiment of the present invention contains Ce and a compound represented by the following general formula (1): (Compound represented by general formula (1))

[0016]

[0017] X is C-R ７ Or N. １ ~R ９ may be the same or different, and are each 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, -COOR ｕ , -OOCR ｖR is selected from the group consisting of an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, a phosphine oxide group, and a fused ring or aliphatic ring formed between adjacent substituents. ｕ ~R ｙ is an alkyl group, a cycloalkyl group, an aryl group, or a heteroaryl group.

[0018] In all of the above groups, hydrogen may be replaced with deuterium. The same applies to the compounds or partial structures thereof described below.

[0019] In the following description, for example, a substituted or unsubstituted aryl group having 6 to 40 carbon atoms means 6 to 40 carbon atoms including the number of carbon atoms contained in substituents substituted on the aryl group, and the same applies to other substituents specifying the number of carbon atoms.

[0020] In addition, in all of the above groups, the substituent when substituted 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 with the above-mentioned substituents.

[0021] The term "unsubstituted" in the context of "substituted or unsubstituted" means that a hydrogen atom or a deuterium atom has been substituted. The same applies to the term "substituted or unsubstituted" in the compounds or partial structures thereof described below.

[0022] 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. When the alkyl group is substituted, the additional substituent is not particularly limited, and examples thereof include an alkyl group, a halogen atom, an aryl group, and a heteroaryl group, and this point is also applicable to the following description. The number of carbon atoms in the alkyl group is not particularly limited, but is preferably in the range of 1 to 20, more preferably 1 to 8, from the viewpoints of availability and cost.

[0023] The cycloalkyl group refers to a saturated alicyclic hydrocarbon group, such as a cyclopropyl group, a cyclohexyl group, a norbornyl group, an adamantyl group, or the like, which may or may not have a substituent. The number of carbon atoms in the alkyl group is not particularly limited, but is preferably in the range of 3 to 20.

[0024] The heterocyclic group refers to an aliphatic ring having atoms other than carbon atoms 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.

[0025] 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.

[0026] 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.

[0027] 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.

[0028] 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.

[0029] 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.

[0030] 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.

[0031] An aryl thioether group is an aryl ether group in which the oxygen atom of the ether bond is substituted 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.

[0032] 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 benzanthracenyl 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 these, 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 in the aryl group is not particularly limited, but is preferably 6 to 40, more preferably 6 to 30.

[0033] R １ ~R ９ When is 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, even more preferably a phenyl group, a biphenyl group, or a terphenyl group, and particularly preferably a phenyl group.

[0034] 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.

[0035] 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 a 1,5-naphthyridinyl group, a 1,6-naphthyridinyl group, a 1,7-naphthyridinyl group, a 1,8-naphthyridinyl group, a 2,6-naphthyridinyl group, and a 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.

[0036] R １ ~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, and particularly preferably a pyridyl group.

[0037] When each substituent 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, and particularly preferably a pyridyl group.

[0038] Halogen refers to an atom selected from fluorine, chlorine, bromine and iodine.

[0039] 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.

[0040] -COOR ｕ and -OOCR ｖ is a group having an ester structure. Hereinafter, these structures will be referred to as "ester groups."

[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 preferred. These substituents may be further substituted. The number of carbon atoms is not particularly limited, but is preferably in the range of 2 to 50, more preferably 6 to 40, and particularly preferably 6 to 30.

[0042] The silyl group refers to, for example, alkylsilyl groups such as trimethylsilyl, triethylsilyl, tert-butyldimethylsilyl, propyldimethylsilyl, and vinyldimethylsilyl, and arylsilyl groups such as phenyldimethylsilyl, tert-butyldiphenylsilyl, triphenylsilyl, and trinaphthylsilyl. The substituent on the 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. When substituted, 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

[0046] In addition, any two adjacent substituents (for example, R １ and R ２ ) may be bonded to each other to form a conjugated or non-conjugated fused ring. The fused ring may contain, in addition to carbon, an element selected from nitrogen, oxygen, sulfur, phosphorus, and silicon. Furthermore, 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, by introducing appropriate substituents into appropriate positions of the compound represented by general formula (1), various characteristics and physical properties such as luminous efficiency, color purity, thermal stability, light stability, and dispersibility can be adjusted. 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 When 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, the resulting compound exhibits better thermal stability and light stability.

[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 ５ is preferably hydrogen, an alkyl group, a carbonyl group, an oxycarbonyl group, or an aryl group, but is preferably an alkyl group or hydrogen from the viewpoint of thermal stability, and is more preferably hydrogen from the viewpoint of easily obtaining a narrow half-width in the emission spectrum.

[0051] R ８ and R ９ 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 fluorine or a fluorine-containing aryl group because it is stable to excitation light and can provide a higher fluorescence quantum yield.

[0052] 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 preferred.

[0053]

[0054] 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 greater, each r may be the same or different.

[0055] Preferably, r is a substituted or unsubstituted aryl group. Among aryl groups, particularly preferred examples include a phenyl group and a naphthyl group. When r is an aryl group, k in general formula (2) is preferably 1 or 2, and more preferably 2. Furthermore, it is preferable that at least one 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. Furthermore, when r is an aryl group, a phenyl group or a naphthyl group is preferred, 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 atom, a cyano group, a carboxyl group, an ester group, an oxycarbonyl group, or an alkoxy group.

[0056] Furthermore, in terms of controlling the fluorescence wavelength or absorption wavelength and improving compatibility with solvents, 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. From the viewpoint of dispersibility, a tert-butyl group or a methoxy group is particularly preferable, as it can prevent quenching due to aggregation of molecules.

[0057] In addition, the compound represented by general formula (1) is R １ ~R ７It is particularly preferred that at least one of (1) R is a functional group having an unshared electron pair. １ ~R ６ (2) at least one of R ７ contains a functional group having an unshared electron pair, or (3) R １ ~R ６ At least one of R ７ It is preferable that the compound contains a functional group having an unshared electron pair. Since the electrons of the unshared electron pair can be coordinated to a metal atom, by introducing a functional group having an unshared electron pair into the pyrromethene skeleton, it becomes possible to coordinate Ce with the pyrromethene compound.

[0058] R １ ~R ７ The number of functional groups having an unshared electron pair contained in is preferably 2 or more, more preferably 4 or more, from the viewpoint of facilitating coordination of Ce with the pyrromethene compound.

[0059] Preferred examples of the functional group having an unshared electron pair include one or more groups selected from the group consisting of a hydroxyl group, a thiol group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, 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, and a phosphine oxide group, because these are difficult to chemically decompose.

[0060] More preferred examples of functional groups having an unshared electron pair include one or more groups selected from the group consisting of a carbonyl group, an aldehyde group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, and an ester group. When the compound represented by general formula (1) has these groups, it is possible to prevent concentration quenching and improve the fluorescence quantum yield. Particularly preferred are substituted or unsubstituted ester groups.

[0061] Examples of the compound represented by general formula (1) are shown below, but the invention is not limited to these.

[0062]

[0063]

[0064]

[0065]

[0066]

[0067] The compound represented by general formula (1) can be produced by the methods described in, for example, JP-A-8-509471 and 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.

[0068] Furthermore, 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) and Angew. Chem., Int. Ed. Engl., vol. 36, pp. 1333-1335 (1997). For example, a method can be mentioned 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, but the method is not limited thereto. Here, R １ ~R ９ is the same as above. J represents a halogen.

[0069]

[0070] 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 this is not a limitation. 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 this is not a limitation.

[0071] The compound represented by general formula (1) preferably emits light with a peak wavelength observed in the range of 500 nm to less than 580 nm when using excitation light with a wavelength in the range of 430 nm to 500 nm. Hereinafter, the emission observed in the range of 500 nm to less than 580 nm is referred to as "green emission." Generally, the greater the energy of the excitation light, the more likely it is that the material will be decomposed. However, excitation light with a wavelength in the range of 430 nm to 500 nm has a relatively small excitation energy, so that green emission with good color purity can be obtained without decomposing the light-emitting material.

[0072] The compound represented by general formula (1) preferably emits light with a peak wavelength observed in the range of 580 nm to 750 nm when using excitation light with a wavelength in the range of 430 nm to less than 580 nm. Hereinafter, the emission observed in the range of 580 nm to 750 nm is referred to as "red emission." Generally, the greater the energy of the excitation light, the more likely it is that the material will be decomposed. However, excitation light with a wavelength in the range of 430 nm to less than 580 nm has a relatively small excitation energy, and therefore red emission with good color purity can be obtained without decomposing the light-emitting material.

[0073] The fluorescence spectrum may be measured by dissolving the compound in an organic solvent such as toluene and exciting it with excitation light in the range of 430 nm to 500 nm, and then measuring the fluorescence spectrum.

[0074] (Ce) The composition according to the embodiment of the present invention can achieve high-brightness emission by including Ce. When the composition does not include Ce, the compound represented by general formula (1) suffers from a problem of reduced brightness due to concentration quenching. Concentration quenching refers to a phenomenon in which the fluorescence intensity (fluorescence quantum yield) of a fluorescent substance decreases when the concentration exceeds a certain level. This occurs due to dynamic quenching caused by collisions between photoexcited molecules and unexcited molecules, or static quenching caused by the formation of aggregates of ground-state molecules. In the present invention, the presence of Ce increases the intermolecular distance of the compound represented by general formula (1), making dynamic quenching less likely to occur. Furthermore, the presence of Ce increases the compatibility between the compound represented by general formula (1) and the binder resin, making static quenching less likely to occur. For these reasons, the composition according to the embodiment of the present invention, by including Ce, can suppress concentration quenching and thereby improve brightness.

[0075] Among the compounds represented by general formula (1), in the compound having a functional group having an unshared electron pair as described above, Ce is in close contact with the compound represented by general formula (1) due to the unshared electron pair, and the compatibility between the compound represented by general formula (1) and the binder resin is increased, so that the effect of improving brightness is particularly large.

[0076] A method for producing a composition containing Ce and a compound represented by general formula (1) includes, for example, a method in which cerium (III) nitrate hexahydrate is present in addition to triethylamine in the step of reacting a compound represented by general formula (5) during the step of synthesizing a pyrromethene-boron fluoride complex by the above-mentioned method, but is not limited thereto.

[0077] Examples of the form of Ce contained in the composition include a mixture with the compound represented by general formula (1), a coordination compound with the compound represented by general formula (1), etc. From the viewpoint of increasing the compatibility between the compound represented by general formula (1) and the binder resin, it is preferably contained as a coordination compound with the compound represented by general formula (1).

[0078] The content of Ce in the composition is 1.0 × 10 with respect to 100 parts by weight of the compound represented by the general formula (1) from the viewpoint of increasing the compatibility between the compound represented by the general formula (1) and the binder resin and suppressing concentration quenching. －５ parts by weight or more, preferably 1.0 x 10 －４ In the present invention, the Ce content is a value measured by inductively coupled plasma mass spectrometry (ICP-MS).

[0079] <Color-Converting Composition> A color-converting composition using a composition according to an embodiment of the present invention is a color-converting composition that converts incident light into light having a longer wavelength than the incident light, and preferably contains the above-mentioned composition and a binder resin. That is, it preferably contains Ce, a compound represented by general formula (1), and a binder resin.

[0080] The color-converting composition preferably emits light (green light) with a peak wavelength observed in the range of 500 nm to less than 580 nm when using excitation light, or emits light (red light) with a peak wavelength observed in the range of 580 nm to 750 nm. Color-converting compositions that emit green light have higher excitation energy than color-converting compositions that emit red light, so if they do not contain Ce, dynamic quenching due to collisions between excited and unexcited molecules is likely to occur. Color-converting compositions that emit green light are preferred because they contain Ce, which significantly suppresses dynamic quenching and significantly reduces concentration quenching. It is more preferable to use excitation light with a wavelength in the range of 430 nm to 500 nm.

[0081] Because a portion of 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, a sharply shaped emission spectrum is exhibited in each of the blue, green, and red colors, resulting in white light with excellent color purity. As a result, a wider color gamut with more vivid colors can be efficiently produced, particularly in displays. Furthermore, in lighting applications, the film offers improved emission characteristics, particularly in the green and red regions, compared to white LEDs that combine a blue LED and a yellow phosphor, which are currently the mainstream, resulting in improved color rendering and making it a desirable white light source.

[0082] The content of the compound represented by general formula (1) in the color-changing composition depends on the molar absorption coefficient, fluorescence quantum yield, and absorption intensity at the excitation wavelength of the compound represented by general formula (1), as well as the thickness and transmittance of the film to be produced, but is usually 1.0 × 10 relative to 100 parts by weight of the binder resin. －４ parts by weight to 30 parts by weight, 1.0 x 10 －３ It is more preferable that the amount is 1.0×10 to 10 parts by weight. －２ Particularly preferably, the amount is from 1 part by weight to 5 parts by weight.

[0083] (Binder resin) As the binder resin, it is preferable to use a material that forms a continuous phase and has excellent molding processability, transparency, heat resistance, etc. For example, it can be mentioned photocurable resist materials having reactive vinyl groups such as acrylic, methacrylic, polyvinyl cinnamate, polyimide, cyclic rubber, etc., epoxy resin, silicone resin (including organopolysiloxane cured material (crosslinked material) such as silicone rubber, silicone gel, etc.), 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, phenolic resin, polyvinyl alcohol resin, cellulose resin, aliphatic ester resin, aromatic ester resin, aliphatic polyolefin resin, aromatic polyolefin resin, hydrogenated styrene resin, resin having fluorene skeleton in repeating unit, or copolymer thereof.It can also contain two or more of these.

[0084] Among these resins, epoxy resins, silicone resins, acrylic resins, and ester resins are preferred from the viewpoint of transparency, and acrylic resins and ester resins are more preferred from the viewpoint of heat resistance.

[0085] These resins can be obtained, for example, by copolymerizing the raw material monomers in the presence of a polymerization initiator, or commercially available products can also be used.

[0086] The silicone resin may be either a thermosetting silicone resin or a thermoplastic silicone resin. Thermosetting silicone resins cure at room temperature or at temperatures between 50 and 200°C and have excellent transparency, heat resistance, and adhesiveness. As the thermosetting silicone resin, commercially available products, such as silicone encapsulants for general LED applications, can also be used. Specific examples 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, such as the RSN series, such as RSN-0805 and RSN-0217 manufactured by DuPont-Toray Specialty Materials Co., Ltd., can be used.

[0087] (Other Components) The color-changing composition may contain, in addition to the compound represented by general formula (1) and the binder resin, a light stabilizer, an antioxidant, a processing and heat stabilizer, a light resistance stabilizer such as an ultraviolet absorber, silicone fine particles, and a silane coupling agent.

[0088] Examples of the light stabilizer include tertiary amines, catechol derivatives, and lanthanoid compounds, and two or more of these may be contained.

[0089] Examples of the antioxidant include phenolic antioxidants such as 2,6-di-tert-butyl-p-cresol and 2,6-di-tert-butyl-4-ethylphenol, etc. Two or more of these may be contained.

[0090] Examples of processing and heat stabilizers include phosphorus-based stabilizers such as tributyl phosphite, tricyclohexyl phosphite, triethyl phosphine, diphenylbutyl phosphine, etc. Two or more of these may be contained.

[0091] 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.

[0092] The content of these additives in the color-changing composition can be set depending on the molar absorption coefficient, fluorescence quantum yield, and absorption intensity at the excitation wavelength of the compound represented by general formula (1), as well as the thickness and transmittance of the film to be produced. The content of the additives is 1.0 × 10 relative to 100 parts by weight of the resin. －３ parts by weight or more and 30 parts by weight or less, and 1.0 x 10 －２ It is more preferable that the amount is 1.0×10 parts by weight or more and 15 parts by weight or less. －１ It is particularly preferable that the amount is from 1 part by weight to 10 parts by weight.

[0093] (Solvent) The color-changing composition using the compound of the present invention may further contain a solvent. The solvent is preferably one that can adjust the viscosity of the resin in a fluid state and does not excessively affect the luminescence and durability of the luminescent material. Examples include toluene, methyl ethyl ketone, methyl isobutyl ketone, hexane, acetone, terpineol, Texanol, methyl cellosolve, butyl carbitol, butyl carbitol acetate, and propylene glycol monomethyl ether acetate. Two or more of these may be contained. Among these solvents, toluene is particularly preferred because it does not affect the deterioration of the compound represented by general formula (1) and leaves little residual solvent after drying.

[0094] <Method of Manufacturing Color-Converting Composition> An example of a method of manufacturing a color-converting composition according to the present invention is described below. The above-described composition, and optionally additives and solvents, etc., are mixed to a predetermined composition, and then the color-converting composition can be obtained by homogeneously mixing or kneading using a stirrer / kneader. Examples of stirrers / kneaders include homogenizers, planetary stirrers, three-roller stirrers, ball mills, planetary ball mills, and bead mills. After mixing or dispersing, or during the mixing or dispersing process, degassing is preferably performed under vacuum or reduced pressure conditions. It is also possible to premix certain components or to perform treatments such as aging. It is also possible to remove the solvent using an evaporator to achieve the desired solids concentration.

[0095] <Color conversion sheet> The color conversion sheet contains a cured product of the color conversion composition described above. The color conversion film may have a color conversion layer containing the color conversion composition or a cured product thereof, and, if necessary, a substrate layer or a barrier film, or may have two or more of these layers.

[0096] In the present invention, the color-changing sheet is not limited in its configuration as long as it contains a cured product of a color-changing composition.

[0097] From the viewpoint of improving the heat resistance of the color conversion sheet, the film thickness of the color conversion sheet is preferably 200 μm or less, more preferably 100 μm or less, and even more preferably 50 μm or less. The film thickness of the color conversion sheet in the present invention refers to the film thickness (average film thickness) measured based on Method A, a thickness measurement method by mechanical scanning, in JIS K7130 (1999) Plastics - Films and Sheets - Thickness Measurement Methods. By making the thickness of the color conversion sheet 50 μm or more, the toughness of the film can be improved, and by making it 200 μm or less, cracking can be suppressed.

[0098] Typical structural examples of the color conversion sheet include a sheet consisting of only a color conversion layer 11 as shown in Fig. 1, a laminate of a base layer 10 and a color conversion layer 11 obtained by curing a color conversion composition as shown in Fig. 2, or a laminate in which a color conversion layer 11 is sandwiched between multiple base layers 10 as shown in Fig. 3. The color conversion sheet may further be provided with a barrier film 12 as shown in Fig. 4 to prevent deterioration of the color conversion layer due to oxygen, moisture, or heat.

[0099] (Substrate Layer) Examples of the substrate layer include glass and resin films. As the resin film, plastic films such as polyethylene terephthalate (PET), polyphenylene sulfide, polycarbonate, polypropylene, and polyimide are preferred. To facilitate peeling of the film, the surface of the substrate layer may be previously subjected to a release treatment.

[0100] The thickness of the substrate layer is preferably 25 μm or more, more preferably 38 μm or more, and is preferably 5000 μm or less, more preferably 3000 μm or less.

[0101] (Color conversion layer) The color conversion layer contains the above-mentioned color conversion composition or a cured product thereof. When multiple color conversion layers are present, the color conversion layers may be laminated directly or via an adhesive layer. The thickness of the color conversion layer is preferably 30 to 100 μm.

[0102] (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.

[0103] Depending on the required functions, the color conversion sheet may further be provided with an auxiliary layer having an anti-reflection function, an anti-glare function, an anti-reflection and anti-glare function, a hard coat function (abrasion resistance function), an anti-static function, an anti-fouling function, an electromagnetic wave shielding function, an infrared ray blocking function, an ultraviolet ray blocking function, a polarizing function, or a color-tuning function.

[0104] <Manufacturing Method of Color Conversion Sheet> Next, an example of a manufacturing method of a color conversion sheet 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 the color conversion layer. When the binder resin is a photocurable resin, the color conversion composition may be applied to the substrate and then photocured to form the color conversion layer.

[0105] Coating can be carried out using a reverse roll coater, blade coater, slit die coater, direct gravure coater, offset gravure coater, kiss coater, natural roll coater, air knife coater, roll blade coater, bar bar 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 film thickness of the color conversion layer, coating with a slit die coater is preferred.

[0106] The color conversion layer can be dried using a common heating device such as a hot air dryer or an infrared dryer. In this case, the heating temperature is preferably 60°C to 200°C, and the heating time is preferably 2 minutes to 4 hours. It is also possible to heat and cure the layer in stages using a method such as step curing.

[0107] When the color conversion layer is formed by heat curing, a hot air oven or the like can be used as the heating device. The heating conditions can be selected depending on 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.

[0108] 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 depending on 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 ~10 J / cm ２ is preferred.

[0109] After the color conversion layer is produced, the substrate can be changed as needed. In this case, simple methods include replacing the substrate using a hot plate, or using a vacuum laminator or dry film laminator.

[0110] The fluorescence quantum yield of the color conversion sheet can be evaluated by cutting the prepared film into 8 mm squares, and measuring the fluorescence quantum yield using an absolute fluorescence quantum yield measuring device by irradiating it with excitation light and exciting it.

[0111] The present invention will be described below with reference to examples, but is not limited to these examples. In the following examples, compounds G-1 to G-7 and R-1 are the following compounds.

[0112]

[0113] The evaluation methods used in the examples are as follows.

[0114] <Metal Content Measurement Using ICP-MS> The metal content of the composition was measured using an AGILENT 8800 (manufactured by Agilent Technologies). A sample was weighed into a Teflon (registered trademark) container and thermally decomposed with sulfuric acid, nitric acid, hydrofluoric acid, and perchloric acid, then concentrated until white sulfuric acid smoke was generated, and dissolved in dilute nitric acid to prepare a constant volume solution for measurement.

[0115] <Measurement of Fluorescence Spectrum of Compound> The fluorescence spectrum of a compound was measured using an F-2500 spectrofluorometer (manufactured by Hitachi, Ltd.) by dissolving the compound in toluene at 1 × 10 －６ The fluorescent spectrum was measured when the solution was dissolved at a concentration of 1000 mol / L and excited at a wavelength of 460 nm. The peak wavelength and half-width were determined from the obtained fluorescent spectrum. The results are shown in Table 1. The half-width of the spectrum was used as an index for evaluating color purity. A smaller half-width of the spectrum is preferable because it indicates higher color purity.

[0116] <Measurement of Fluorescence Quantum Yield of Color Conversion Film Using Composition> A color conversion film was prepared using the composition. The prepared film was cut into 8 mm square samples, and the fluorescence quantum yield was measured using an absolute fluorescence quantum yield measurement device Quantaurus-QY manufactured by Hamamatsu Photonics K.K., by exciting the samples with excitation light of 460 nm.

[0117] Synthesis Example 1: Method for synthesizing a composition containing Ce and compound G-7. 2,4-dimethyl-3-carboxylate ethylphenylpyrrole (3.0 g), synthesized using the method described in JP 2021-162665 A, and 3,5-bis(methoxycarbonyl)benzaldehyde (0.6 g) were placed in a flask, and toluene (16 mL) and trifluoroacetic acid (0.3 mL) were added and stirred under a nitrogen atmosphere for 15 hours. 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (1.0 g) was added and stirred for an additional hour. After completion of the reaction, boron trifluoride diethyl ether complex (1.6 mL), cerium(III) nitrate hexahydrate (0.5 g), and diisopropylethylamine (1.1 mL) were added and stirred for 2 hours. 5% aqueous sodium chloride solution (12.5 mL) was added and stirred, and the organic layer was separated. The organic layer was dehydrated by azeotropic dehydration, filtered, and the solvent removed. The mixture was then placed in a flask with benzonitrile (4.7 mL), trimethylsilyl cyanide (0.6 mL), and boron trifluoride diethyl ether complex (1.6 mL) and stirred for 1 hour. Water (25 mL) was then added and the mixture was stirred, and the organic layer was separated. This organic layer was dried over magnesium sulfate, filtered, and the solvent was distilled off. The resulting reaction product was washed with methanol and then dried, yielding 1.80 g of product. The main component of the product was compound G-7.

[0118] The peak wavelength of the fluorescence spectrum of compound G-7 was 521 nm, and the half-width was 25 nm. When the product was used as a sample and measured using inductively coupled plasma mass spectrometry (ICP-MS), the Ce content was 3,000 ppm. That is, this product is a composition containing approximately 0.3 parts by weight of Ce per 100 parts by weight of compound G-7.

[0119] For compounds G-1 to G-6 and R-1, compositions containing Ce and each compound could be obtained in accordance with the above method.

[0120] Table 1 shows the peak wavelength and half width of the fluorescence spectrum of each compound and the Ce content of each composition.

[0121]

[0122] Example 1 100 parts by weight of polymethyl methacrylate resin "BR-88" (manufactured by Mitsubishi Chemical Corporation) were mixed with 1.1 parts by weight of Composition 1 and 200 parts by weight of ethyl acetate as a solvent, and then the mixture was stirred and degassed for 20 minutes at 1000 rpm using a planetary stirring and degassing device "Mazerustar KK-400" (manufactured by Kurabo Industries, Ltd.) to obtain a color-converting composition as a resin liquid for film production. Next, the green color-converting composition was applied to 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 140°C for 20 minutes to form a green color-converting film with an average film thickness of 18 μm. The fluorescence quantum yield of this green color-converting film was measured and found to be 71%.

[0123] Examples 2 to 8 Color conversion films were produced and evaluated in the same manner as in Example 1, except that the compounds listed in Table 2 were used as the light-emitting materials.

[0124] Examples 9 to 16 In Examples 9 to 16, color conversion films were produced and evaluated in the same manner as in Example 1 using compositions 9 to 16 containing compounds G-1 to G-7 and R-1 as the main components, respectively, which were obtained by changing the amount of cerium (III) nitrate hexahydrate used in Synthesis Example 1 to 0.02 g.

[0125] Examples 17 to 24 In Examples 17 to 24, compositions 17 to 24 containing compounds G-1 to G-7 and R-1 as the main components, respectively, which were obtained by changing the amount of cerium (III) nitrate hexahydrate used in Synthesis Example 1 to 1.2 g, were used, and color conversion films were produced and evaluated in the same manner as in Example 1.

[0126] Examples 25 to 32 In Examples 25 to 32, compositions 25 to 32 containing compounds G-1 to G-7 and R-1 as the main components, respectively, which were obtained in Synthesis Example 1 except that the amount of cerium (III) nitrate hexahydrate used was 0.005 g, were used, and color conversion films were produced and evaluated in the same manner as in Example 1.

[0127] Examples 33 to 40 In Examples 33 to 40, compositions 33 to 40 containing compounds G-1 to G-7 and R-1 as main components, respectively, which were obtained by changing the amount of cerium (III) nitrate hexahydrate used in Synthesis Example 1 to 2.5 g, were used, and color conversion films were produced and evaluated in the same manner as in Example 1.

[0128] (Comparative Examples 1 to 8) In Comparative Example 1, composition 41 was used, which was obtained in Synthesis Example 1 above without using cerium (III) nitrate hexahydrate and contained no Ce and was mainly composed of compound G-1, and a color conversion film was produced and evaluated in the same manner as in Example 1. In Comparative Examples 2 to 8, compositions 42 to 48 were used, which were similar to Comparative Example 1 but contained no Ce and contained compounds G-2 to G-7 and R-1 as main components, respectively, and a color conversion film was produced and evaluated in the same manner as in Example 1.

[0129]

[0130]

[0131] A comparison of Examples 1 to 8 with Comparative Examples 1 to 8 shows that, when the same compounds are compared, the fluorescence quantum yield of the color conversion sheet is improved by using a composition containing Ce. Furthermore, a comparison of Examples 1 to 7 shows that the improvement rate of the fluorescence quantum yield is higher when the compound represented by general formula (1) has a group having an unshared electron pair, is even higher when the group is an ester group, and is highest when the compound has multiple ester groups. Furthermore, a comparison of Examples 1 to 7 with Example 8 shows that the improvement rate of the fluorescence quantum yield is higher for compounds that emit green light than for compounds that emit red light.

[0132] Furthermore, when Examples 1 to 40 are compared, when the same compounds are compared, the content of Ce is 1.0 × 10 －４It can be seen that when the content is from 1 part by weight to 1 part by weight, the fluorescence quantum yield is further improved.

[0133] REFERENCE SIGNS LIST 1 color conversion sheet 10 base layer 11 color conversion layer 12 barrier film

Claims

1. A composition containing Ce and a compound represented by the following general formula (1). 【Chemistry 1】 (X is CR-R) ７ Or it is N. １ ~R ９ These may be the same or different, and include hydrogen atom, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, alkylthio group, aryl ether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, -COOR ｕ , -OOCR ｖ R is selected from among condensed rings and aliphatic rings formed between an amino group, nitro group, silyl group, siloxanyl group, boryl group, phosphine oxide group, and adjacent substituents. ｕ ~R ｙ (These are alkyl groups, cycloalkyl groups, aryl groups, or heteroaryl groups.)

2. In the general formula (1), X is C—R ７ wherein R ７ is a group represented by the following general formula (2), the composition according to claim 1. 【Chemistry 2】 (r is selected from the group consisting of hydrogen atom, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, alkylthio group, aryl ether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, boryl group, and phosphine oxide group. k is an integer from 1 to 3. If k is 2 or greater, r may be the same or different.)

3. In the above general formulas (1) and (2), R １ ~R ７ The composition according to claim 2, wherein at least one of the functional groups comprises a lone pair of electrons.

4. In the above general formulas (1) and (2), R １ ~R ７ The composition according to claim 3, wherein at least two of the functional groups include the lone pair of electrons.

5. In the above general formulas (1) and (2), R １ ~R ７ The composition according to claim 3, wherein at least four of the functional groups have lone pairs of electrons.

6. The composition according to any one of claims 3 to 5, wherein in the general formulas (1) and (2), the functional group having a lone pair of electrons is one or more groups selected from the group consisting of a carbonyl group, an aldehyde group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, and an ester group.

7. The composition according to any one of claims 3 to 5, wherein in the general formulas (1) and (2), the functional group having a lone pair of electrons is an ester group.

8. The Ce content is 1.0 × 10 per 100 parts by weight of the compound represented by the general formula (1) －４ The composition according to any one of claims 1 to 5, wherein the amount is 1 part by weight or more and 1 part by weight or less.

9. The composition according to any one of claims 1 to 5, wherein the compound represented by the general formula (1) is a compound that exhibits emission observed in the region of 500 nm to less than 580 nm when excitation light with a wavelength in the range of 430 nm to 500 nm is used.

10. The composition according to any one of claims 1 to 5, wherein the compound represented by the general formula (1) is a compound that exhibits emission observed in the region of 580 nm to 750 nm when excitation light with a wavelength in the range of 430 nm to less than 580 nm is used.

11. A color conversion composition comprising the composition according to any one of claims 1 to 5.

12. A color conversion sheet comprising a cured product of the color conversion composition according to claim 11.

13. A display including the color conversion sheet described in Claim 12.

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