WO2017073923A1 - Compound and color conversion film comprising same - Google Patents

Abstract

The present invention relates to a novel compound, a color conversion film comprising same, a backlight unit and a display device.

Description

Compound and color conversion film comprising same

This application is subject to the Korean Patent Application No. 10-2015-0149665 filed with the Korean Patent Office on October 27, 2015 and the Korean Patent Application No. 10-2016-0067503 filed with the Korean Patent Office on May 31, 2016. Claiming benefit, the entire contents of which are incorporated herein by reference.

The present specification relates to a novel compound, a color conversion film, a backlight unit, and a display device including the same.

Conventional light emitting diodes (LEDs) are obtained by mixing a green phosphor and a red phosphor into a blue light emitting diode or by mixing a yellow phosphor and a blue-green phosphor into a UV light emitting light emitting diode. However, this method is difficult to control the color and thus poor color rendering. Therefore, color reproduction rate falls.

In order to overcome such a decrease in color reproduction rate and reduce production costs, a method of implementing green and red by filming quantum dots and combining them with a blue LED has been recently attempted. However, cadmium-based quantum dots have a safety problem, and other quantum dots are significantly less efficient than cadmium-based. In addition, the quantum dot has a disadvantage in that the stability of oxygen and water is poor and its performance is significantly reduced when aggregated. In addition, the production cost of the quantum dot is difficult to maintain a constant size is high.

[Patent Documents]

Korean Patent Publication No. 2000-0011622

The present specification provides a novel compound, a color conversion film, a backlight unit, and a display device including the same.

According to an exemplary embodiment of the present specification, a compound represented by the following formula (1) is provided.

[Formula 1]

In Chemical Formula 1,

X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted alkoxy group; -O (C = 0) R; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

R is a substituted or unsubstituted alkyl group,

At least one of R1 to R6 is represented by the following formula (2), the rest are the same as or different from each other, and each independently represented by the formula (3); Hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

R7 is represented by-(L) _r -A,

L is a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

A is a group represented by the following formula (3); Hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,

r is an integer from 1 to 10,

when r is 2 or more, two or more L are the same as or different from each other,

[Formula 2]

In Chemical Formula 2,

L1 is represented by any one of the following Chemical Formulas 4 to 6,

L2 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

Ar1 is represented by the following formula (3),

m is an integer from 1 to 5,

n is an integer from 1 to 3,

when m and n are each 2 or more, the structures in the two or more parentheses are the same as or different from each other,

는 상기 화학식 1의 R1 내지 R6 중 적어도 하나에 결합되는 부위이고,

Is a site bonded to at least one of R1 to R6 of the formula (1),

[Formula 3]

In Chemical Formula 3,

Any one of Q1 to Q6 is a site which is bonded to L2 of Formula 2 or a site which is bonded to any one of R1 to R7 of Formula 1, and the others are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, or adjacent groups combine with each other to form a substituted or unsubstituted ring,

 [Formula 4]

[Formula 5]

[Formula 6]

In Chemical Formulas 4 to 6,

* Is a site which is bonded to at least one of R1 to R6 of Formula 1, or a site that is bonded to L2 of Formula 2,

G1 to G6 are the same as or different from each other, and each independently a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

M 1 is hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group.

According to yet an embodiment of the present disclosure, the resin matrix; And it provides a color conversion film comprising a compound represented by the formula (1) dispersed in the resin matrix.

According to another exemplary embodiment of the present specification, a backlight unit including the color conversion film is provided.

According to another exemplary embodiment of the present specification, a display device including the backlight unit is provided.

The metal complex according to the exemplary embodiment of the present specification, that is, the compound represented by Chemical Formula 1 is not only high in fluorescence efficiency, but also stable to water and oxygen, and lower in production cost than quantum dots. Therefore, by using the compound represented by Formula 1 described herein as a fluorescent material of the color conversion film, it is possible to provide a color conversion film having excellent brightness and color reproducibility, a simple manufacturing process, and a low manufacturing cost.

1 is a schematic diagram applying a color conversion film according to an exemplary embodiment of the present disclosure to a backlight.

2 is a diagram showing a luminance spectrum of Compound 1-1.

3 is a diagram showing a luminance spectrum of Compound 1-23.

4 is a diagram showing a luminance spectrum of Compound 1-25.

5 is a diagram showing a luminance spectrum of Compound 1-71.

6 is a diagram showing a luminance spectrum of Compound 1-79.

7 is a diagram showing a luminance spectrum of Compound 1-80.

8 is a diagram showing a luminance spectrum of Compound 1-82.

9 is a diagram showing a luminance spectrum of Compound 1-83.

10 is a diagram showing a luminance spectrum of Compound 1-84.

Hereinafter, this specification is demonstrated in detail.

Color conversion film according to an embodiment of the present disclosure provides a compound represented by the formula (1).

In the present specification, when a part "includes" a certain component, this means that it may further include other components, without excluding other components unless specifically stated otherwise.

In this specification, when a member is located "on" another member, this includes not only when a member is in contact with another member but also when another member exists between the two members.

Examples of substituents in the present specification are described below, but are not limited thereto.

The term "substituted" means that a hydrogen atom bonded to a carbon atom of the compound is replaced with another substituent, and the position to be substituted is not limited to a position where the hydrogen atom is substituted, that is, a position where a substituent can be substituted, if two or more substituted , Two or more substituents may be the same or different from each other.

As used herein, the term "substituted or unsubstituted" is deuterium; Halogen group; Nitrile group; Nitro group; Imide group; Amide group; Carbonyl group; Ester group; Ether group; Hydroxyl group; Substituted or unsubstituted coumarin group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; And it is substituted with one or two or more substituents selected from the group consisting of a substituted or unsubstituted heterocyclic group, or two or more of the substituents exemplified above are substituted with a substituent, or means that do not have any substituents. For example, "a substituent to which two or more substituents are linked" may be a biphenyl group. That is, the biphenyl group may be an aryl group or may be interpreted as a substituent to which two phenyl groups are linked.

는 다른 치환기 또는 결합부에 결합되는 부위를 의미한다.In the present specification,

Means a site which is bonded to another substituent or binding moiety.

In the present specification, the halogen group may be fluorine, chlorine, bromine or iodine.

In this specification, although carbon number of an imide group is not specifically limited, It is preferable that it is C1-C30. Specifically, it may be a compound having a structure as follows, but is not limited thereto.

In the present specification, the amide group may be substituted with nitrogen of the amide group is hydrogen, a linear, branched or cyclic alkyl group having 1 to 30 carbon atoms or an aryl group having 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

Although carbon number of a carbonyl group in this specification is not specifically limited, It is preferable that it is C1-C30. Specifically, it may be a compound having a structure as follows, but is not limited thereto.

In the present specification, the ester group may be substituted with oxygen of the ester group having a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

In the present specification, the ether group may be substituted with oxygen of the ether group having a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

In the present specification, the coumarin group (coumarin) is a carbon group of the coumarin group is a halogen group, a nitrile group, a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms; Amine groups; Linear or branched alkoxy groups having 1 to 25 carbon atoms; Or an aryl group having 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

In the present specification, the alkyl group may be linear or branched chain, carbon number is not particularly limited, but is preferably 1 to 30. Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl , Isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n -Heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethyl Heptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl, and the like, but is not limited thereto.

In the present specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, specifically, cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, and the like, but are not limited thereto. It is not.

In the present specification, the alkoxy group may be linear, branched or cyclic. Although carbon number of an alkoxy group is not specifically limited, It is preferable that it is C1-C30. Specifically, methoxy, ethoxy, n-propoxy, isopropoxy, i-propyloxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, Isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy and the like It may be, but is not limited thereto.

In the present specification, the amine group is -NH ₂ ; Monoalkylamine groups; Dialkylamine groups; N-alkylarylamine group; Monoarylamine group; Diarylamine group; N-aryl heteroaryl amine group; It may be selected from the group consisting of N-alkylheteroarylamine group, monoheteroarylamine group and diheteroarylamine group, carbon number is not particularly limited, but is preferably 1 to 30. Specific examples of the amine group include methylamine group, dimethylamine group, ethylamine group, diethylamine group, phenylamine group, naphthylamine group, biphenylamine group, anthracenylamine group, and 9-methyl-anthracenylamine group. , Diphenylamine group, ditolylamine group, N-phenyltolylamine group, triphenylamine group, N-phenylbiphenylamine group; N-phenylnaphthylamine group; N-biphenyl naphthylamine group; N-naphthylfluorenylamine group; N-phenylphenanthrenylamine group; N-biphenylphenanthrenylamine group; N-phenyl fluorenyl amine group; N-phenylterphenylamine group; N-phenanthrenyl fluorenyl amine group; N-biphenyl fluorenyl amine group and the like, but is not limited thereto.

In the present specification, the N-alkylarylamine group means an amine group in which an alkyl group and an aryl group are substituted for N of the amine group.

In the present specification, the N-arylheteroarylamine group means an amine group in which an aryl group and a heteroaryl group are substituted for N in the amine group.

In the present specification, the N-alkylheteroarylamine group means an amine group in which an alkyl group and a heteroarylamine group are substituted for N of the amine group.

In the present specification, the alkyl group in the alkylamine group, the N-alkylarylamine group, the alkylthioxy group, the alkyl sulfoxy group, and the N-alkylheteroarylamine group is the same as the example of the alkyl group described above. Specifically, the alkyl thioxy group includes a methyl thioxy group, an ethyl thioxy group, a tert-butyl thioxy group, a hexyl thioxy group, an octyl thioxy group, and the alkyl sulfoxy group includes mesyl, ethyl sulfoxy, propyl sulfoxy, and butyl sulfoxy groups. Etc., but is not limited thereto.

In the present specification, the alkenyl group may be linear or branched chain, carbon number is not particularly limited, but is preferably 2 to 30. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1- Butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2- ( Naphthyl-1-yl) vinyl-1-yl, 2,2-bis (diphenyl-1-yl) vinyl-1-yl, stilbenyl group, styrenyl group, and the like, but are not limited thereto.

In the present specification, specifically, the silyl group includes trimethylsilyl group, triethylsilyl group, t-butyldimethylsilyl group, vinyldimethylsilyl group, propyldimethylsilyl group, triphenylsilyl group, diphenylsilyl group, phenylsilyl group, and the like. However, the present invention is not limited thereto.

In the present specification, the boron group may be -BR ₁₀₀ R ₁₀₁ , wherein R ₁₀₀ and R ₁₀₁ are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; A substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; A substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; Substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And it may be selected from the group consisting of a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

In the present specification, phosphine oxide groups include, but are not limited to, diphenylphosphine oxide group, dinaphthylphosphine oxide, and the like.

In the present specification, the aryl group is not particularly limited, but preferably has 6 to 30 carbon atoms, and the aryl group may be monocyclic or polycyclic.

When the aryl group is a monocyclic aryl group, carbon number is not particularly limited, but is preferably 6 to 30 carbon atoms. Specifically, the monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, etc., but is not limited thereto.

Carbon number is not particularly limited when the aryl group is a polycyclic aryl group. It is preferable that it is C10-30. Specifically, the polycyclic aryl group may be naphthyl group, anthracenyl group, phenanthryl group, triphenyl group, pyrenyl group, perrylenyl group, chrysenyl group, fluorenyl group, etc., but is not limited thereto.

In the present specification, the fluorenyl group may be substituted, and adjacent groups may combine with each other to form a ring.

등이 될 수 있다. 다만, 이에 한정되는 것은 아니다.When the fluorenyl group is substituted,

And so on. However, the present invention is not limited thereto.

It also includes the case where the member is present.

As used herein, the term "adjacent" means a substituent substituted on an atom directly connected to an atom to which the substituent is substituted, a substituent positioned closest to the substituent, or another substituent substituted on an atom to which the substituent is substituted. Can be. For example, two substituents substituted at the ortho position in the benzene ring and two substituents substituted at the same carbon in the aliphatic ring may be interpreted as "adjacent" groups.

In the present specification, the aryl group in the aryloxy group, arylthioxy group, aryl sulfoxy group, N-arylalkylamine group, N-arylheteroarylamine group, and arylphosphine group is the same as the examples of the aryl group described above. Specifically, the aryloxy group may be a phenoxy group, p-tolyloxy group, m-tolyloxy group, 3,5-dimethyl-phenoxy group, 2,4,6-trimethylphenoxy group, p-tert-butylphenoxy group, 3- Biphenyloxy group, 4-biphenyloxy group, 1-naphthyloxy group, 2-naphthyloxy group, 4-methyl-1-naphthyloxy group, 5-methyl-2-naphthyloxy group, 1-anthryloxy group , 2-anthryloxy group, 9-anthryloxy group, 1-phenanthryloxy group, 3-phenanthryloxy group, 9-phenanthryloxy group, and the like. Examples of the arylthioxy group include a phenylthioxy group and 2- The methylphenyl thioxy group, 4-tert- butylphenyl thioxy group, etc. are mentioned, An aryl sulfoxy group includes a benzene sulfoxy group, p-toluene sulfoxy group, etc., but is not limited to this.

In the present specification, examples of the arylamine group include a substituted or unsubstituted monoarylamine group, a substituted or unsubstituted diarylamine group, or a substituted or unsubstituted triarylamine group. The aryl group in the arylamine group may be a monocyclic aryl group, may be a polycyclic aryl group. The arylamine group including two or more aryl groups may simultaneously include a monocyclic aryl group, a polycyclic aryl group, or a monocyclic aryl group and a polycyclic aryl group. For example, the aryl group in the arylamine group may be selected from the examples of the aryl group described above.

In the present specification, the heteroaryl group includes one or more atoms other than carbon and heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, and S, and the like. Although carbon number is not particularly limited, it is preferably 2 to 30 carbon atoms, the heteroaryl group may be monocyclic or polycyclic. Examples of the heterocyclic group include thiophene group, furanyl group, pyrrole group, imidazolyl group, thiazolyl group, oxazolyl group, oxadiazolyl group, pyridyl group, bipyridyl group, pyrimidyl group, triazinyl group, tria Zolyl group, acridil group, pyridazinyl group, pyrazinyl group, quinolinyl group, quinazolinyl group, quinoxalinyl group, phthalazinyl group, pyrido pyrimidyl group, pyrido pyrazinyl group, pyrazino pyrazinyl group , Isoquinolinyl group, indolyl group, carbazolyl group, benzoxazolyl group, benzimidazolyl group, benzothiazolyl group, benzocarbazolyl group, benzothiophene group, dibenzothiophene group, benzofuranyl group, pe Nanthrolinyl group (phenanthroline), thiazolyl group, isooxazolyl group, oxadiazolyl group, thiadiazolyl group, benzothiazolyl group, phenothiazinyl group and dibenzofuranyl group and the like, but is not limited thereto.

In the present specification, examples of the heteroarylamine group include a substituted or unsubstituted monoheteroarylamine group, a substituted or unsubstituted diheteroarylamine group, or a substituted or unsubstituted triheteroarylamine group. The heteroarylamine group including two or more heteroaryl groups may simultaneously include a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a monocyclic heteroaryl group and a polycyclic heteroaryl group. For example, the heteroaryl group in the heteroarylamine group may be selected from the examples of the heteroaryl group described above.

In the present specification, examples of the heteroaryl group in the N-arylheteroarylamine group and the N-alkylheteroarylamine group are the same as the examples of the heteroaryl group described above.

In the present specification, in a substituted or unsubstituted ring in which adjacent groups are formed by bonding to each other, a “ring” means a substituted or unsubstituted hydrocarbon ring; Or a substituted or unsubstituted hetero ring.

In the present specification, the hydrocarbon ring may be an aromatic, aliphatic or a condensed ring of aromatic and aliphatic, and may be selected from examples of the cycloalkyl group or aryl group except for the above-mentioned monovalent one.

In the present specification, the aromatic ring may be monocyclic or polycyclic, and may be selected from examples of the aryl group except that it is not monovalent.

In the present specification, the heterocycle includes one or more atoms other than carbon and heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, and S, and the like. The heterocycle may be monocyclic or polycyclic, may be aromatic, aliphatic or a condensed ring of aromatic and aliphatic, and may be selected from examples of the heteroaryl group except that it is not monovalent.

According to an exemplary embodiment of the present specification, in the general formula 1, at least one of R2 and R5 is represented by the formula (2).

According to an exemplary embodiment of the present specification, in the general formula 1, R2 is represented by the formula (2).

According to an exemplary embodiment of the present specification, in the general formula 1, R5 is represented by the formula (2).

According to an exemplary embodiment of the present specification, in the general formula 1, R2 and R5 are represented by the formula (2).

According to an exemplary embodiment of the present specification, Formula 1 is represented by the following formula 1-1 or 1-2.

[Formula 1-1]

[Formula 1-2]

In Chemical Formulas 1-1 and 1-2,

Definitions of R1 to R7, X1 and X2 are the same as in the above formula (1),

L1, L2 and the definitions of m and n are the same as in the above Formula 2,

Q11 and Q12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, or adjacent groups combine with each other to form a substituted or unsubstituted ring,

L11 is represented by any one of Formulas 4 to 6,

L12 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

q11, q12 and m1 are each an integer of 1 to 5,

n1 is an integer of 1 to 3,

When q11, q12, m1 and n1 are each 2 or more, the structures in the two or more parentheses are the same or different from each other.

According to an exemplary embodiment of the present specification, Chemical Formula 1 is represented by any one of the following Chemical Formulas 1-3 to 1-8.

[Formula 1-3]

[Formula 1-4]

[Formula 1-5]

[Formula 1-6]

[Formula 1-7]

[Formula 1-8]

In Chemical Formulas 1-3 to 1-8,

Definitions of R1 to R7, X1 and X2 are the same as in the above formula (1),

L1, L2 and the definitions of m and n are the same as in the above Formula 2,

Definition of G1 and G2 is the same as in formula (4),

Definitions of G3 and G4 are the same as in Formula 5,

Definitions of G5 and G6 are the same as in Chemical Formula 6,

Q11 and Q12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, or adjacent groups combine with each other to form a substituted or unsubstituted ring,

L11 is represented by any one of Formulas 4 to 6,

L12 and G11 to G16 are the same as or different from each other, and each independently a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group,

q11, q12 and m1 are each an integer of 1 to 5,

n1 is an integer of 1 to 3,

When q11, q12, m1 and n1 are each 2 or more, the structures in the two or more parentheses are the same or different from each other.

According to an exemplary embodiment of the present specification, in the general formula 1, X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; Substituted or unsubstituted alkoxy group; -O (C = 0) R; Substituted or unsubstituted alkynyl group; Or a substituted or unsubstituted aryl group.

According to an exemplary embodiment of the present specification, in the general formula 1, X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; An alkoxy group unsubstituted or substituted with a halogen group; -O (C = 0) R; An alkynyl group unsubstituted or substituted with a silyl group substituted with an alkyl group, an unsubstituted aryl group substituted with an alkyl group, a group represented by Formula 3, or a heteroaryl group; Or an aryl group unsubstituted or substituted with a halogen group, an alkyl group unsubstituted or substituted with a halogen group, an aryl group, or a heteroaryl group.

According to an exemplary embodiment of the present specification, in the general formula 1, X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; Methoxy group; N-butoxy group substituted with a halogen group; -O (C = 0) R; A silyl group substituted with an alkyl group, an aryl group unsubstituted or substituted with an alkyl group, an ethynyl group unsubstituted or substituted with a group represented by Formula 3, or a heteroaryl group; A phenyl group unsubstituted or substituted with a halogen group, an alkyl group unsubstituted or substituted with a halogen group, an aryl group, or a heteroaryl group; Or a fluorenyl group unsubstituted or substituted with an alkyl group.

According to yet an embodiment of the present disclosure, wherein R is a substituted or unsubstituted alkyl group.

According to another exemplary embodiment of the present specification, R is an alkyl group unsubstituted or substituted with a halogen group.

According to yet an embodiment of the present disclosure, wherein R is a methyl group unsubstituted or substituted with a halogen group.

According to an exemplary embodiment of the present specification, in the general formula 1, X1 and X2 are the same as or different from each other, and each independently fluorine; Nitrile group; Methoxy group; N-butoxy group substituted with fluorine; -O (C = O) CH ₃ ; -O (C = O) CF ₃ ; An ethynyl group unsubstituted or substituted with a silyl group substituted with a methyl group, a silyl group substituted with an isopropyl group, a phenyl group substituted with a t-butyl group, a pyrenyl group, a coumarin group or a dibenzofuran group; A phenyl group unsubstituted or substituted with a methyl, t-butyl, naphthyl, or carbazolyl group unsubstituted or substituted with fluorine or fluorine; Or a fluorenyl group unsubstituted or substituted with a methyl group.

According to an exemplary embodiment of the present specification, L is a direct bond; -O-; Alkylene group; Arylene group; Or a heteroarylene group.

According to an exemplary embodiment of the present specification, L is a direct bond; -O-; Methylene group; Ethylene group; n-propylene group; n-butylene group; Phenylene group; Biphenylylene group; Terphenylene group or triazolylene group.

According to an exemplary embodiment of the present specification, A is a halogen group; Nitrile group; Ester group; Carboxy group (-COOH); An alkyl group unsubstituted or substituted with a halogen group; An alkoxy group; Or a group represented by the formula (3).

According to an exemplary embodiment of the present specification, A is fluorine; Nitrile group; Alkyl ester group; Carboxy group (-COOH); Fluorine-substituted or unsubstituted alkyl groups; An alkoxy group; Or a group represented by the formula (3).

According to an exemplary embodiment of the present specification, A is fluorine; Nitrile group; Methyl ester group; Carboxy group (-COOH); Methyl group unsubstituted or substituted with fluorine; t-butyl group; Methoxy group; Hexyloxy group, coumarin group; Or a coumarin group substituted with a methyl group substituted with fluorine.

According to an exemplary embodiment of the present specification, in the general formula 1, at least one of R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen; An alkyl group unsubstituted or substituted with a halogen group; At least one selected from the group consisting of a halogen group, an alkyl group substituted with an aryl group, an alkyl group substituted or unsubstituted with a halogen group, a group represented by the formula (3), an alkoxy group, an aryl group, and a heteroaryl group unsubstituted or substituted with an aryl group Substituted or unsubstituted aryl group; Heteroaryl groups unsubstituted or substituted with aryl groups; Or a group represented by the formula (3).

According to an exemplary embodiment of the present specification, in the general formula 1, at least one of R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen; An alkyl group unsubstituted or substituted with a halogen group; At least one selected from the group consisting of a halogen group, an alkyl group substituted with an aryl group, an alkyl group substituted or unsubstituted with a halogen group, a group represented by the formula (3), an alkoxy group, an aryl group, and a heteroaryl group unsubstituted or substituted with an aryl group Substituted or unsubstituted phenyl group; Naphthyl group; Pyrenyl group; Fluorenyl groups substituted with alkyl groups; Carbazolyl group unsubstituted or substituted with an aryl group; Dibenzofuran group; Or a coumarin group unsubstituted or substituted with an alkylamine group.

According to an exemplary embodiment of the present specification, in the general formula 1, at least one of R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen; A methyl group unsubstituted or substituted with a halogen group; At least one selected from the group consisting of a halogen group, an alkyl group substituted with an aryl group, an alkyl group substituted or unsubstituted with a halogen group, a group represented by the formula (3), an alkoxy group, an aryl group, and a heteroaryl group unsubstituted or substituted with an aryl group Substituted or unsubstituted phenyl group; Naphthyl group; Pyrenyl group; Fluorenyl groups substituted with alkyl groups; Carbazolyl group unsubstituted or substituted with an aryl group; Dibenzofuran group; Or a coumarin group unsubstituted or substituted with an alkylamine group.

According to an exemplary embodiment of the present specification, in the general formula 1, at least one of R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, and each independently hydrogen; Methyl group unsubstituted or substituted with fluorine; A phenyl group unsubstituted or substituted with one or more selected from the group consisting of fluorine, t-butyl group, methyl group substituted with phenyl group, methyl group substituted with fluorine, methoxy group, triazinyl group substituted with phenyl group and coumarin group; Naphthyl group; Pyrenyl group; Fluorenyl group substituted with a methyl group; Carbazolyl group unsubstituted or substituted with a phenyl group; It is a coumarin group unsubstituted or substituted with a dibenzofuran group or a diethylamine group.

According to an exemplary embodiment of the present specification, in the general formula 2, L2 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Alkylene group; Arylene group; Or a heteroarylene group.

According to an exemplary embodiment of the present specification, in the general formula 2, L2 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Methylene group; Ethylene group; n-propylene group; Isopropylene group; n-butylene group; t-butylene group; Hexylene group; Phenylene group; Or a triazolylene group.

According to an exemplary embodiment of the present specification, in the general formula 4 to 6, G1 to G6 are the same as or different from each other, and each independently a direct bond; Or an alkylene group.

According to an exemplary embodiment of the present specification, in the general formula 4 to 6, G1 to G6 are the same as or different from each other, and each independently a direct bond; Methylene group; Or an ethylene group.

According to an exemplary embodiment of the present specification, in the general formula 3, any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Are the same as or different from each other, and each independently hydrogen; Halogen group; An alkyl group unsubstituted or substituted with a halogen group; Or a dialkylamine group.

According to an exemplary embodiment of the present specification, in the general formula 3, any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Are the same as or different from each other, and each independently hydrogen; Halogen group; A methyl group unsubstituted or substituted with a halogen group; Ethyl group; Methoxy group; Or a diethylamine group.

According to an exemplary embodiment of the present specification, in the general formula 3, any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Are the same as or different from each other, and each independently hydrogen; Goat; Methyl group unsubstituted or substituted with fluorine; Ethyl group; Methoxy group; Or a diethylamine group.

According to an exemplary embodiment of the present specification, in the general formula 3, any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Two or more adjacent groups thereof combine with each other to form a substituted or unsubstituted heteroring.

According to an exemplary embodiment of the present specification, in the general formula 3, any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), or a site which is bonded to any one of R1 to R7 of the formula (1), Two or more adjacent groups thereof combine with each other to form a hexahydroquinolizine ring.

According to an exemplary embodiment of the present specification, in the general formula 3, Q2, Q3 and Q4 combine with each other to form a hexahydroquinolizine ring.

According to the exemplary embodiment of the present specification, the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 500 nm to 550 nm. Such compounds emit green light.

According to the exemplary embodiment of the present specification, the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 500 nm to 550 nm, and a half width of the emission peak is 50 nm or less. In the case of having such a small half width, the color reproduction rate can be further increased. In this case, the smaller the half width of the emission peak of the compound represented by Formula 1 is.

According to the exemplary embodiment of the present specification, the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 600 nm to 650 nm. Such compounds emit red light.

According to the exemplary embodiment of the present specification, the compound represented by Chemical Formula 1 has a maximum emission peak in a film state within 600 nm to 650 nm, and a half width of the emission peak is 60 nm or less. In the case of having such a small half width, the color reproduction rate can be further increased. At this time, the half width of the emission peak of the compound represented by Formula 1 may be 5 nm or more.

According to an exemplary embodiment of the present specification, the quantum efficiency of the compound represented by Formula 1 is 0.8 or more.

In the present specification, the "film state" is not a solution state, but refers to a state prepared in the form of a film by mixing the compound represented by Formula 1 alone or with other components that do not affect the half value width and quantum efficiency. do.

In the present specification, the half-value width means the width of the luminescence peak when the maximum luminescence peak of the light emitted from the compound represented by Formula 1 is half the maximum height.

In the present specification, the quantum efficiency may be measured using a method known in the art, for example, using an integrating sphere.

According to an exemplary embodiment of the present specification, Formula 1 is selected from the following compounds.

According to an exemplary embodiment of the present specification, the core of the compound represented by Formula 1 may be prepared by the general preparation method of Formulas 1 and 2 as follows, but is not limited thereto.

[Formula 1]

In Formula 1, the definition of G'1 and G'11 is the same as the above-described G1, and the definition of R7, L2, Ar1, L12, Ar11, n, n1, m, m1, X1 and X2 is Same as bar. For example, in the case of the structure in which the coumarin group is linked to both of the BODIPY by ester or amide bond, the coumarin group may be introduced into the pyrrole having a carboxyl group by ester or amide bond, and then the BODIPY skeleton may be formed. In addition, the fluoro group of boron can be substituted.

[Formula 2]

In Formula 2, the definition of G'1 is the same as G1 described above, the definition of R'1 is the same as R1 described above, and the definitions of R7, L2, Ar1, n, m, X1 and X2 are described above. Same as one. For example, in the case of the asymmetric structure in Formula 2, after forming the BODIPY skeleton with pyrrole and aldehyde, aldehyde was introduced and halogen was introduced using NIS. After introducing aryl and hetero aryl groups via Suzuki coupling. Oxidation gave carboxylic acid. After introducing the coumarin derivatives through ester and amide bonds, the fluoro group of boron was substituted with other functional groups as necessary.

According to an exemplary embodiment of the present specification, the resin matrix; And it provides a color conversion film comprising a compound represented by the formula (1) dispersed in the resin matrix.

The content of the compound represented by Chemical Formula 1 in the color conversion film may be in the range of 0.001 to 10% by weight.

The color conversion film may include one type of the compound represented by Formula 1, or may include two or more types. For example, the color conversion film may include one compound which emits green light among the compounds represented by Chemical Formula 1. As another example, the color conversion film may include one compound which emits red light among the compounds represented by Chemical Formula 1. As another example, the color conversion film may include one compound emitting green light and one compound emitting red light among the compounds represented by Chemical Formula 1.

The color conversion film may further include an additional fluorescent material in addition to the compound represented by Chemical Formula 1. When using a light source that emits blue light, the color conversion film preferably contains both a green light emitting phosphor and a red light emitting phosphor. In addition, when using a light source that emits blue light and green light, the color conversion film may include only a red light emitting fluorescent material. However, the present invention is not limited thereto, and in the case of using a light source that emits blue light, when laminating a separate film including a green light emitting fluorescent substance, the color conversion film may include only a red light emitting compound. On the contrary, even when using a light source that emits blue light, when laminating a separate film containing a red light-emitting fluorescent substance, the color conversion film may include only a green light emitting compound.

According to an exemplary embodiment of the present specification, the haze value of the color conversion film is 50 to 95%. Preferably 65 to 85%. When the haze value of the said color conversion film is the said range, the color conversion efficiency of a color conversion film can be improved.

According to an exemplary embodiment of the present specification, the color conversion film further includes one or more fine particles made of one or more of an organic material and an inorganic material.

The fine particles are coated with a material that suppresses quenching of the compound represented by the formula (1).

The inorganic fine particles include inorganic oxides, inorganic nitrides or inorganic acid nitrides. Specifically, the fine particles are SiO _x , SiN _x , SiO _x N _y , AlO _x , TiO _x , TaO _x , ZnO _x , ZrO _x , CeO _x and ZrSiO _x (wherein x is 0.1 to 2 and y is 0.5) To 1.3) may be one or more selected from the group consisting of, among which TiO _x , ZnO _x , ZrO _x , and CeO _x are preferable.

The surface of the fine particles may be formed with a coating layer for suppressing quenching of the compound represented by the formula (1). As a coating layer which suppresses quenching of fluorescent substance, what prevents the destruction of the pigment | dye or binder resin by the microparticles | fine-particles which act as a photocatalyst, and insulating the microparticles | fine-particles which have semiconductivity is mentioned, for example. Examples of forming such a coating layer include alumina, zirconia, silica, zirconia silicate, alumina silicate, borosilicate glass, and the like.

In addition, the fine particles may be hollow bodies. When the hollow fine particles are used, the refractive index between air (hollow part) and the resin matrix is large (1.5 to 1.6 as the resin matrix for air refractive index 1.0), and the light scattering effect is large. Moreover, since oxygen in air may suppress deterioration of the compound represented by the said General formula (1), it is preferable.

Among the fine particles, fine particles having a high refractive index or low particles, specifically, those having a refractive index of 2.0 to 2.8 or 1.0 to 1.2 are preferable. By using such microparticles | fine-particles, the optical path length in the color conversion film of light from a light source can be lengthened, and a color conversion film can absorb the light from a light source efficiently. It is also possible to scatter the converted light and improve the extraction efficiency. Therefore, the conversion efficiency of a color conversion film can be improved. Examples of such fine particles include TiO ₂ fine particles (refractive index = 2.7), ZnO (refractive index = 2.0), CeO ₂ (refractive index = 2.4), ZrO ₂ (refractive index = 2.2), hollow silica, hollow glass, and the like.

The primary average particle diameter of the fine particles is not particularly limited as long as the haze value is within the above range, but is preferably 1 nm to 500 nm, preferably 1 nm or more and less than 100 nm, particularly preferably 5 nm or more and less than 80 nm. If the particle size is 500 nm or more, the fine particles may not be uniformly dispersed in the color conversion film, uniform light emission may not be obtained, or high precision patterning may not be possible with photolithography or the like. On the other hand, if it is less than 1 nm, there exists a possibility that light scattering may not fully generate | occur | produce. On the other hand, in a color conversion film, microparticles may aggregate and become 100 nm or more in diameter, but there is no problem if a primary average particle diameter is 1 nm or more and less than 100 nm.

In addition, the addition amount of the fine particles in the color conversion film is not particularly limited as long as the haze value is within the above range, but is preferably 1% by weight to 75% by weight relative to the total weight of the color conversion film, particularly 10% by weight. It is preferable that they are% or more and 50 weight% or less. If it is less than 1 weight%, there exists a possibility that light scattering may not generate | occur | produce sufficiently, and when it exceeds 75 weight%, there exists a possibility that a color conversion film may become mechanically soft.

In addition, the microparticles | fine-particles of the said organic substance or inorganic substance can be used individually by 1 type, or can mix and use 2 or more types.

The color conversion film is a resin matrix; And an additional layer including a compound dispersed in the resin matrix and emitting a light having a wavelength different from that of the compound represented by Chemical Formula 1. The compound that emits light of a different wavelength from the compound represented by Formula 1 may also be a compound represented by Formula 1, or may be another known fluorescent substance.

It is preferable that the material of the said resin matrix is a thermoplastic polymer or a thermosetting polymer. Specifically, the material of the resin matrix is poly (meth) acrylic, polycarbonate (PC), polystyrene (PS), polyarylene (PAR), polyurethane (TPU) such as polymethyl methacrylate (PMMA) ), Styrene-acrylonitrile (SAN), polyvinylidene fluoride (PVDF), modified polyvinylidene fluoride (modified-PVDF) and the like can be used.

According to one embodiment of the present specification, the color conversion film according to the above-described embodiment further includes light diffusing particles. By dispersing the light-diffusing particles in the color conversion film instead of the light-diffusion film conventionally used to improve the brightness, it is possible to omit the attaching process and to achieve higher brightness as compared to using a separate optical-diffusion film. Can be represented.

As the light diffusing particles, a resin matrix and particles having high refractive index may be used, such as TiO ₂ , silica, borosilicate, alumina, sapphire, air or other gas, air- or gas-filled hollow beads or particles (eg, , Air / gas-filled glass or polymer); Polymer particles including polystyrene, polycarbonate, polymethylmethacrylate, acrylic, methyl methacrylate, styrene, melamine resin, formaldehyde resin, or melamine and formaldehyde resin, or any suitable combination thereof may be used. .

The particle diameter of the light diffusing particles may be in the range of 0.1 μm to 5 μm, such as in the range of 0.3 μm to 1 μm. The content of the light diffusing particles may be determined as needed, and may be, for example, in the range of about 1 to 30 parts by weight based on 100 parts by weight of the resin matrix.

The color conversion film according to the above-described embodiment may have a thickness of 2 μm to 200 μm. In particular, the color conversion film may exhibit high luminance even at a thin thickness of 2 μm to 20 μm. This is because the content of the fluorescent substance molecules contained on the unit volume is higher than that of the quantum dots.

The color conversion film according to the above-described embodiment may be provided with a substrate on one surface. This substrate can function as a support in the production of the color conversion film. It does not specifically limit as a kind of base material, As long as it is transparent and can function as the said support body, it is not limited to the material and thickness. Transparent here means that visible light transmittance is 70% or more. For example, a PET film may be used as the substrate.

The above-described color conversion film may be prepared by coating and drying a resin solution in which the compound represented by Chemical Formula 1 is dissolved on a substrate and drying the film, or by extruding the compound represented by Chemical Formula 1 together with the resin to form a film.

Since the compound represented by the formula (1) is dissolved in the resin solution, the compound represented by the formula (1) is uniformly distributed in the solution. This is different from the manufacturing process of the quantum dot film that requires a separate dispersion process.

The resin solution in which the compound represented by Chemical Formula 1 is dissolved is not particularly limited as long as the compound represented by Chemical Formula 1 is dissolved in a solution.

According to an example, the resin solution in which the compound represented by Chemical Formula 1 is dissolved may prepare a first solution by dissolving the compound represented by Chemical Formula 1 in a solvent, prepare a second solution by dissolving the resin in a solvent, and prepare the first solution. It may be prepared by a method of mixing the solution and the second solution. When mixing the first solution and the second solution, it is preferable to mix homogeneously. However, the present invention is not limited thereto, but the method of dissolving the compound represented by the formula (1) and the resin at the same time is dissolved in the solvent, the method of dissolving the compound represented by the formula (1) in the solvent, followed by the addition of the resin to dissolve; A method of adding and dissolving a compound represented by the above may be used.

As the resin contained in the solution, the above-mentioned resin matrix material, a monomer curable with this resin matrix resin, or a mixture thereof can be used. For example, the monomer curable with the resin matrix resin includes a (meth) acrylic monomer, which may be formed of a resin matrix material by UV curing. When using such a curable monomer, an initiator necessary for curing may be further added as necessary.

The solvent is not particularly limited and is not particularly limited as long as it can be removed by drying without adversely affecting the coating process. Non-limiting examples of the solvent include toluene, xylene, acetone, chloroform, various alcohol solvents, MEK (methyl ethyl ketone), MIBK (methyl isobutyl ketone), EA (ethyl acetate), butyl acetate, DMF (dimethyl form). Amide), DMAc (dimethylacetamide), DMSO (dimethylsulfoxide), NMP (N-methyl-pyrrolidone) and the like can be used, and one or two or more thereof can be used in combination. When using the said 1st solution and the 2nd solution, the solvent contained in each of these solutions may be the same and may differ. Even when different kinds of solvents are used in the first solution and the second solution, it is preferable that these solvents have compatibility so that they can be mixed with each other.

The coating of the resin solution in which the compound represented by Chemical Formula 1 is dissolved on the substrate may use a roll-to-roll process. For example, after the substrate is unrolled from the roll on which the substrate is wound, the resin solution in which the compound represented by Chemical Formula 1 is dissolved may be coated on one surface of the substrate, dried, and then wound on the roll. When using a roll-to-roll process, it is preferable to determine the viscosity of the said resin solution to the range in which the said process is possible, for example, it can determine within the range of 200-2,000 cps.

As the coating method, various known methods may be used. For example, a die coater may be used, and various bar coating methods such as a comma coater and a reverse comma coater may be used.

After the coating is carried out a drying process. The drying process can be carried out under the conditions necessary to remove the solvent. For example, in the direction in which the substrate proceeds during the coating process, the solvent is dried in a condition in which the solvent is sufficiently blown in an oven located adjacent to the coater, and the color conversion material includes a fluorescent material including a compound represented by Formula 1 of a desired thickness and concentration on the substrate. A film can be obtained.

When the monomer curable with the resin matrix resin is used as the resin contained in the solution, curing such as UV curing may be performed before or simultaneously with the drying.

When extruding the compound represented by Formula 1 together with the resin to form a film, extrusion methods known in the art may be used. For example, the compound represented by Formula 1 may be polycarbonate-based (PC) or poly (meth). A color conversion film can be manufactured by extruding together resins, such as an acryl type and a styrene- acrylonitrile type (SAN).

According to an exemplary embodiment of the present specification, the color conversion film may be provided with a protective film or a barrier film on at least one surface. As the protective film and the barrier film, those known in the art may be used.

According to an exemplary embodiment of the present specification, a backlight unit including the color conversion film described above is provided. The backlight unit may have a backlight unit configuration known in the art except for including the color conversion film. 1 illustrates a schematic diagram of a backlight unit structure according to an example. The backlight unit according to FIG. 1 includes a side chain type light source 101, a reflection plate 102 surrounding the light source, a light guide plate 103 that emits light directly from the light source, or guides light reflected from the reflection plate, and is provided on one surface of the light guide plate. And a color conversion film 105 provided on a surface opposite to a surface of the light guide plate that faces the reflective layer. A portion shown in gray in FIG. 1 is the light dispersion pattern 106 of the light guide plate. The light introduced into the light guide plate has non-uniform light distribution due to the repetition of optical processes such as reflection, total reflection, refraction, and transmission. A two-dimensional light dispersion pattern may be used to guide the light to uniform brightness. However, the scope of the present invention is not limited by FIG. 1, and the light source may be a direct chain type as well as a side chain type, and a reflecting plate or a reflective layer may be omitted or replaced with another configuration as necessary, and may be additionally added as necessary. The film, for example, a light diffusing film, a light collecting film, a brightness enhancement film and the like may be further provided.

According to an exemplary embodiment of the present specification, a display device including the backlight unit is provided. The display device including the backlight unit is not particularly limited, and may be included in a TV, a computer monitor, a notebook computer, a mobile phone, and the like.

Hereinafter, the present invention will be described in detail with reference to Examples. However, embodiments according to the present disclosure may be modified in various other forms, and the scope of the present disclosure is not interpreted to be limited to the embodiments described below. The embodiments of the present specification are provided to more fully describe the present specification to those skilled in the art.

Preparation Example 1 Preparation of Compound 1-1

Preparation of compound P-1: 2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3.1 g, 22.2 mmol) and dichloromethane (150 mL) were added to a flask, followed by 4-dimethylaminopyridine (DMAP) (3.26). g, 26.6 mmol) and N, N'-Dicyclohexylcarbodiimide (DCC) (5.5 g, 26.6 mmol) were added thereto, followed by stirring at room temperature for 30 minutes. After adding umbelliferon, the mixture was stirred under reflux for 12 hours. After the temperature was lowered to room temperature, saturated sodium hydroxide solution was added thereto, followed by extraction with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. White solid compound P-1 (4.9 g, 78%) was obtained through a silica gel column.

[M + H] ⁺ = 284

Preparation of Compound 1-1: P1 (3.0 g, 10.6 mol), mesitylaldehyde (0.78 g, 5.2 mol), trifluoroacetic acid (0.5 mL), and dry dichloromethane (200 mL) were mixed in a flask under nitrogen. Stirring to reflux for 12 hours. After confirming disappearance of the starting material by TLC, 2,3-Dichloro-5,6-Dicyanobenzoquinone (DDQ) (1.2 g, 5.3 mol) was added at 0 ° C. After stirring for 1 hour at room temperature triethylamine (26 g, 0.25 mol) was slowly added dropwise. After stirring at room temperature for 30 minutes, boron trifluoride ethyl ether complex (65 g, 0.46 mol) was slowly added dropwise. The reaction was stirred at room temperature for 5 hours, after which water was added and extracted with dichloromethane. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Silica gel column (hexane / ethyl acetate) to give the orange compound 1-1 (2.6 g, 67%).

FIG. 2 is a diagram showing the luminance spectrum of Compound 1-1, the maximum wavelength of absorption and emission in toluene solution of Compound 1-1 (1 × 10 ⁻⁵ M) is 506 nm and 521 nm, respectively, and the quantum efficiency is 0.94.

[MF] ⁺ = 723

Preparation Example 2 Preparation of Compound 1-23

Preparation of Compound P-2: 2,4-Dimethyl-1H-pyrrole-3-carboxylic acid (4.0 g, 28.7 mmol), 7- (2-bromoethoxy) -2H-chromen-2-one in a flask (8.0 g, 29.7 mmol), K ₂ CO ₃ (6.5 g, 47.0 mmol) and CH ₃ CN (150 mL) were added and stirred at 70 ° C. for 12 hours. After the temperature was lowered to room temperature, water was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. White solid compound P-2 (6.1 g, 64%) was obtained through a silica gel column.

[M + H] ⁺ = 328

Preparation of Compound 1-23: After mixing P-2 (2.5 g, 7.63 mol), mesitylaldehyde (0.78 g, 5.2 mol), trifluoroacetic acid (0.2 mL), and dry dichloromethane (200 mL) in a flask It was stirred at reflux for 12 hours under nitrogen. After confirming that the starting material disappeared by TLC, 2,3-Dichloro-5,6-Dicyanobenzoquinone (DDQ) (1.2 g, 5.3 mol) was added at 0 ° C. After stirring for 1 hour at room temperature triethylamine (26 g, 0.25 mol) was slowly added dropwise. After stirring at room temperature for 30 minutes, boron trifluoride ethyl ether complex (40 g, 0.28 mol) was slowly added dropwise. The reaction was stirred at room temperature for 5 hours, after which water was added and extracted with dichloromethane. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange compound 1-23 (1.7 g, 39%) was obtained through a silica gel column (hexane / ethyl acetate).

3 is a diagram showing the luminance spectrum of the compound 1-23, a toluene solution of compound ^{1-23-absorption} and emission maxima in the wavelength (1X10 ⁵ M) is 504 nm and 516 nm, respectively, the quantum efficiency is 0.98.

[MF] ⁺ = 811

Preparation Example 3 Preparation of Compound 1-25

Preparation of Compound P-3: 2,4-Dimethyl-1H-pyrrole-3-carboxylic acid (3.5 g, 25.1 mmol), 7-((6-bromohexyl) oxy) -2H-chromen- in a flask 2-one (8.2 g, 25.2 mmol), K ₂ CO ₃ (5.3 g, 38.3 mmol) and CH ₃ CN (150 mL) were added and stirred at 70 ° C. for 12 hours. After the temperature was lowered to room temperature, water was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. A white solid compound P-3 (6.9 g, 71%) was obtained through a silica gel column.

[M + H] ⁺ = 384

Preparation of Compound 1-25: After mixing P-3 (4.5 g, 11.7 mol), mesitylaldehyde (0.87 g, 5.8 mol), trifluoroacetic acid (0.1 mL), and dry dichloromethane (200 mL) in a flask It was stirred at reflux for 12 hours under nitrogen. After confirming disappearance of the starting material by TLC, 2,3-Dichloro-5,6-Dicyanobenzoquinone (DDQ) (1.4 g, 6.1 mol) was added at 0 ° C. After stirring for 1 hour at room temperature, triethylamine (30 g, 0.29 mol) was slowly added dropwise. After stirring at room temperature for 30 minutes, boron trifluoride ethyl ether complex (50 g, 0.35 mol) was slowly added dropwise. The reaction was stirred at room temperature for 5 hours, after which water was added and extracted with dichloromethane. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Silica gel column (hexane / ethyl acetate) to give the orange compound 1-25 (2.9 g, 51%).

4 is a diagram showing the luminance spectrum of the compound 1-25, a toluene solution of the compound from 1 to 25 ^- and the (1X10 ⁵ M) absorption and emission maximum wavelength is 505 nm and 517 nm, respectively from, the quantum efficiency is 0.92.

[MF] ⁺ = 923

Preparation Example 4 Preparation of Compound 1-71

Preparation of Compound 1-71: Compound 1-23 (1.2 g, 1.22 mmol) was dissolved in dichloromethane under nitrogen, and AlCl ₃ (0.38 g, 2.62 mmol) was added at 0 ° C. After stirring for 2 hours at reflux, methanol (0.50 g, 15.6 mmol) was added dropwise. After stirring under reflux for 5 hours, the temperature was decreased to room temperature, and the reaction solution was added to water. After extraction with dichloromethane and dried over anhydrous magnesium sulfate, the filter was distilled under reduced pressure to remove the solvent. An orange solid compound 1-71 (0.87 g, 82%) was obtained through a silica gel column.

5 is a diagram showing the luminance spectrum of the compound 1-71, a toluene solution of compound 1-71 ^- and the (1X10 ⁵ M) absorption and emission maximum wavelength is 504 nm and 516 nm, respectively from, the quantum efficiency is 0.91.

[M + H] ⁺ = 855

Preparation Example 5 Preparation of Compound 1-79

Preparation of Compound P4: Mix 2,4-dimethylpyrrole (10 g, 0.10 mol), mesitylaldehyde (7.8 g, 0.052 mol), trifluoroacetic acid (2 drop), and dry dichloromethane (500 mL) in a flask. After stirring under nitrogen for 5 hours at room temperature. After confirming disappearance of the starting material by TLC, DDQ (12 g, 0.052 mol) was added at 0 ° C. After stirring for 1 hour at room temperature triethylamine (26 g, 0.25 mol) was slowly added dropwise. After stirring at room temperature for 30 minutes, boron trifluoride ethyl ether complex (65 g, 0.46 mol) was slowly added dropwise. The reaction was stirred at room temperature for 5 hours, after which water was added and extracted with dichloromethane. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Silica gel column (hexane / ethyl acetate) to give the red compound P4 (7.8 g, 40%).

[MF] ⁺ = 347

Preparation of compound P5: After mixing dimethylformamide (4 mL) and dichloroethane (50 mL) in a flask, the temperature was lowered to 0 ° C. POCl ₃ (4 mL) was slowly added dropwise under a nitrogen atmosphere, followed by stirring at room temperature for 30 minutes. Compound P4 (3 g, 8.2 mmol) was added to the reaction solution, which was then heated to 60 ° C. and stirred for 1 hour. After cooling to room temperature, the mixture was added to a mixture of ice and saturated aqueous sodium hydroxide solution. After stirring for 2 hours at room temperature, the mixture was extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Compound P5 (2.9 g, 89%) was obtained as a red solid through a silica gel column (hexane / ethyl acetate).

[MF] ⁺ = 375

Preparation of Compound P6: Compound P5 (2.1 g, 5.3 mmol) and NIodosuccinimide (3.6 g, 16 mmol) were dissolved in DMF in a flask and stirred at 60 ° C. for 5 hours. After cooling to room temperature, water was added to filter the solids. The solid was dissolved in CHCl ₃ and washed with saturated Na ₂ S ₂ O ₃ solution. After drying over anhydrous magnesium sulfate, the mixture was filtered with silica. After distillation under reduced pressure to remove the solvent, a silica column (hexane / ethyl acetate) was obtained to give a dark red compound P6 (2.3 g, 83%).

[MF] ⁺ = 501

Preparation of Compound P7: Compound P6 (2.0 g, 3.84 mmol) and (trifluoromethyl) 1-phenyl boronic acid (0.91 g, 4.79 mmol) in toluene and then dissolved in ethanol, potassium carbonate (K ₂ CO _3, potassium carbonate , 1.60 g, 11.5 mmol) was added to the reaction solution along with water, followed by tetrakis (triphenylphosphine) palladium (0.2 g, 0.16 mmol). After stirring for 5 hours at reflux, the temperature was lowered to room temperature and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Red silica gel P1.7 (1.71 g, 82%) was obtained through a silica gel column.

[MF] ⁺ = 519

Preparation of Compound P8: Compound P7 (1.5 g, 2.78 mmol) and NH ₂ SO ₃ H (0.30 g, 3.09 mol) were dissolved in tetrahydrofuran and NaClO ₂ (0.26 g, 2.87 mmol) in water was dissolved at 0 ° C. Slowly added dropwise. After stirring at room temperature for 1 hour, saturated Na ₂ S ₂ O ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent, to obtain a red compound P8 (1.39 g, 89%).

[MF] ⁺ = 535

Preparation of Compound P9: P8 (1.1 g, 1.98 mmol), 7-((6-bromohexyl) oxy) -2H-chromen-2-one (0.65 g, 2.4 mmol), K ₂ CO ₃ ( 0.5 g, 3.61 mmol) and CH 3 CN (50 mL) were added and stirred at 70 ° C. for 12 hours. After the temperature was lowered to room temperature, water was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound P9 (1.1 g, 77%) was obtained through a silica gel column.

[MF] ⁺ = 723

Preparation of Compound 1-79: Compound P9 (1.0 g, 1.34 mmol) was dissolved in dichloromethane, and then boron trifluoride ethyl ether complex (0.40 g, 2.81 mmol) was slowly added dropwise at 0 ° C. After stirring for 3 hours at room temperature TMSCN (0.50 g, 5.03 mmol) was added dropwise. After stirring for 5 hours at room temperature, saturated NaHCO ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound 1-79 (0.67 g, 65%) was obtained through a silica gel column.

6 is a diagram showing the luminance spectrum of the compound 1-79, a toluene solution of compound 1-79 ^- and (1X10 ⁵ M) absorption and emission maximum wavelength is 506nm and 519 nm, respectively from, the quantum efficiency is 0.91.

[M + H] ⁺ = 757

Preparation Example 6 Preparation of Compound 1-80

Preparation of compound P-10: P8 (2.0 g, 3.60 mmol) and dichloromethane (100 mL) were added to the flask, followed by DMAP (0.53 g, 4.33 mmol) and DCC (0.87 g, 4.21 mmol). Stirred for a minute. Umbeliferon (0.65 g, 4.00 mol) was added thereto, followed by stirring under reflux for 12 hours. After the temperature was lowered to room temperature, saturated sodium hydroxide solution was added thereto, followed by extraction with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. White solid compound P10 (2.1 g, 83%) was obtained through a silica gel column.

[MF] ⁺ = 679

Preparation of Compound 1-80: Compound P10 (1.2 g, 1.71 mmol) was dissolved in dichloromethane, and then boron trifluoride ethyl ether complex (0.49 g, 3.45 mmol) was slowly added dropwise at 0 ° C. After stirring for 3 hours at room temperature TMSCN (0.70 g, 7.05 mmol) was added dropwise. After stirring for 5 hours at room temperature, saturated NaHCO ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound 1-80 (0.71 g, 57%) was obtained through a silica gel column.

7 is a diagram showing the luminance spectrum of the compound 1-80, a toluene solution of compound 1-80 ^- and (1X10 ⁵ M) absorption and emission maximum wavelength is 505nm and 517 nm, respectively from, the quantum efficiency is 0.99.

[M + H] ⁺ = 757

Preparation Example 7 Preparation of Compound 1-82

Preparation of Compound P11: Compound P6 (2.0 g, 3.84 mmol) and (2,4-bis (trifluoromethyl) phenyl) boronic acid (1.50 g, 5.81 mmol) were dissolved in toluene and ethanol, followed by potassium carbonate (K ₂ CO ₃ , potassium carbonate, 1.60 g, 11.5 mmol) was added to the reaction solution along with water, followed by tetrakis (triphenylphosphine) palladium (0.2 g, 0.16 mmol). After stirring for 5 hours at reflux, the temperature was lowered to room temperature and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Red silica gel P1 (1.80g, 77%) was obtained through a silica gel column.

[MF] ⁺ = 587

Preparation of Compound P12: Compound P11 (1.5 g, 2.47 mmol) and NH ₂ SO ₃ H (0.30 g, 3.09 mol) were dissolved in tetrahydrofuran and NaClO ₂ (0.26 g, 2.87 mmol) in water was dissolved at 0 ° C. Slowly added dropwise. After stirring at room temperature for 1 hour, saturated Na ₂ S ₂ O ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent to obtain a red compound P12 (1.40 g, 90%).

[MF] ⁺ = 603

Preparation of compound P13: P12 (1.3 g, 2.08 mmol), 7-((6-bromohexyl) oxy) -2H-chromen-2-one (0.65 g, 2.4 mmol), K ₂ CO ₃ ( 0.5 g, 3.61 mmol) and CH 3 CN (50 mL) were added and stirred at 70 ° C. for 12 hours. After the temperature was lowered to room temperature, water was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound P13 (1.4 g, 82%) was obtained through a silica gel column.

[MF] ⁺ = 791

Preparation of Compound 1-82: Compound P13 (1.0 g, 1.23 mmol) was dissolved in dichloromethane, and then boron trifluoride ethyl ether complex (0.40 g, 2.81 mmol) was slowly added dropwise at 0 ° C. After stirring for 3 hours at room temperature TMSCN (0.50 g, 5.03 mmol) was added dropwise. After stirring for 5 hours at room temperature, saturated NaHCO ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound 1-82 (0.71 g, 70%) was obtained through a silica gel column.

8 is a diagram showing the luminance spectrum of the compound 1-82, a toluene solution of compound 1-82 ^- and (1X10 ⁵ M) absorption and emission maximum wavelength is 506nm and 519 nm, respectively from, the quantum efficiency is 0.89.

[M + H] ⁺ = 825

Preparation Example 8 Preparation of Compound 1-83

Preparation of Compound P14: 2,4-dimethylpyrrole (10 g, 0.10 mol), 2-methoxybenzaaldehyde (7.1 g, 0.052 mol), trifluoroacetic acid (2 drop), and dry dichloromethane (500 mL) in a flask ) Was mixed and stirred at room temperature for 5 hours under nitrogen. After confirming disappearance of the starting material by TLC, DDQ (12 g, 0.052 mol) was added at 0 ° C. After stirring for 1 hour at room temperature triethylamine (26 g, 0.25 mol) was slowly added dropwise. After stirring at room temperature for 30 minutes, boron trifluoride ethyl ether complex (65 g, 0.46 mol) was slowly added dropwise. The reaction was stirred at room temperature for 5 hours, after which water was added and extracted with dichloromethane. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Silica gel column (hexane / ethyl acetate) to give the red compound P14 (9.8 g, 52%).

[MF] ⁺ = 335

Preparation of compound P15: After mixing dimethylformamide (4 mL) and dichloroethane (50 mL) in a flask, the temperature was lowered to 0 ° C. POCl ₃ (4 mL) was slowly added dropwise under a nitrogen atmosphere, followed by stirring at room temperature for 30 minutes. Compound P14 (3.1 g, 8.7 mmol) was added to the reaction solution, which was then heated to 60 ° C. and stirred for 1 hour. After cooling to room temperature, the mixture was added to a mixture of ice and saturated aqueous sodium hydroxide solution. After stirring for 2 hours at room temperature, the mixture was extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Compound P15 (2.7 g, 80%) was obtained as a red solid through a silica gel column (hexane / ethyl acetate).

[MF] ⁺ = 363

Preparation of Compound P16: Compound P15 (2.5 g, 6.5 mmol) and NIodosuccinimide (3.0 g, 13.3 mmol) were dissolved in DMF in a flask and stirred at 60 ° C. for 5 hours. After cooling to room temperature, water was added to filter the solids. The solid was dissolved in CHCl ₃ and washed with saturated Na ₂ S ₂ O ₃ solution. After drying over anhydrous magnesium sulfate, the mixture was filtered with silica. After distillation under reduced pressure to remove the solvent, a silica column (hexane / ethyl acetate) was obtained to give a dark red compound P16 (2.4 g, 72%).

[MF] ⁺ = 489

Preparation of Compound P17: Compound P16 (2.0 g, 3.93 mmol) and 1- (trifluoromethyl) phenylboronic acid (0.91 g, 4.79 mmol) were dissolved in toluene and ethanol and then potassium carbonate (K ₂ CO ₃ , potassium carbonate). , 1.60 g, 11.5 mmol) was added to the reaction solution along with water, followed by tetrakis (triphenylphosphine) palladium (0.2 g, 0.16 mmol). After stirring for 5 hours at reflux, the temperature was lowered to room temperature and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. Red silica solid P17 (1.70 g, 82%) was obtained through a silica gel column.

[MF] ⁺ = 507

Preparation of Compound P18: Compound P17 (1.5 g, 2.85 mmol) and NH ₂ SO ₃ H (0.30 g, 3.09 mol) were dissolved in tetrahydrofuran and NaClO ₂ (0.26 g, 2.87 mmol) in water was dissolved at 0 ° C. Slowly added dropwise. After stirring at room temperature for 1 hour, saturated Na ₂ S ₂ O ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent, to obtain a red compound P18 (1.2 g, 78%).

[MF] ⁺ = 523

Preparation of Compound P19: P18 (1.0 g, 1.84 mmol), 7-((6-bromohexyl) oxy) -2H-chromen-2-one (0.65 g, 2.4 mmol), K ₂ CO ₃ ( 0.5 g, 3.61 mmol), into a CH ₃ CN (50 mL), and stirred at 70 ℃ for 12 hours. After the temperature was lowered to room temperature, water was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound P19 (1.0 g, 74%) was obtained through a silica gel column.

[MF] ⁺ = 711

Preparation of Compound 1-83: Compound P19 (1.0 g, 1.36 mmol) was dissolved in dichloromethane, and boron trifluoride ethyl ether complex (0.40 g, 2.81 mmol) was slowly added dropwise at 0 ° C. After stirring for 3 hours at room temperature TMSCN (0.50 g, 5.03 mmol) was added dropwise. After stirring for 5 hours at room temperature, saturated NaHCO ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound 1-83 (0.65 g, 64%) was obtained through a silica gel column.

9 is a diagram showing the luminance spectrum of the compound 1-83, a toluene solution of compound 1-83 ^- and (1X10 ⁵ M) absorption and emission maximum wavelength is 506nm and 520 nm, respectively from, the quantum efficiency is 0.96.

[M + H] ⁺ = 745

Preparation Example 9 Preparation of Compound 1-84

Preparation of compound P20: P18 (2.0 g, 3.68 mmol) and dichloromethane (100 mL) were added to the flask, followed by DMAP (0.53 g, 4.33 mmol) and DCC (0.87 g, 4.21 mmol), followed by stirring at room temperature for 30 minutes. It was. Umbeliferon (0.65 g, 4.00 mol) was added thereto, followed by stirring under reflux for 12 hours. After the temperature was lowered to room temperature, saturated sodium hydroxide solution was added thereto, followed by extraction with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. White solid compound P20 (1.8 g, 71%) was obtained through a silica gel column.

[M-F] + = 667

Preparation of Compound 1-84: Compound P20 (1.2 g, 1.75 mmol) was dissolved in dichloromethane, and then boron trifluoride ethyl ether complex (0.49 g, 3.45 mmol) was slowly added dropwise at 0 ° C. After stirring for 3 hours at room temperature TMSCN (0.70 g, 7.05 mmol) was added dropwise. After stirring for 5 hours at room temperature, saturated NaHCO ₃ solution was added and extracted with chloroform. After drying over anhydrous magnesium sulfate, the mixture was filtered and distilled under reduced pressure to remove the solvent. An orange solid compound 1-84 (0.66 g, 53%) was obtained through a silica gel column.

Is ^{- (5} M 1X10) absorption and emission wavelengths respectively 506nm and up to 518 nm in, and the quantum efficiency of 0.99, FIG. 10 is a diagram showing the luminance spectrum of the compound 1-84, a toluene solution of compound 1-84.

[M + H] + = 701

Example 1

Compound 1-1 was dissolved in solvent toluene to prepare a first solution. The thermoplastic resin SAN was dissolved in solvent toluene to prepare a second solution. The first solution and the second solution are mixed so that the amount of the organic phosphor is 0.3 parts by weight and the amount of TiO ₂ is 5 parts by weight based on 100 parts by weight of SAN, and the amount of TiO ₂ is based on 100 parts by weight of SAN. 5 parts by weight was added and mixed homogeneously. Solid content of the mixed solution was 20% by weight and viscosity was 200 cps. This solution was coated on a PET substrate and dried to prepare a color conversion film. The thickness of the produced color conversion film is 10 ~ 15 mm, the haze value is 73%. The luminance spectrum of the prepared color conversion film was measured with a spectroradiometer (SR series of TOPCON). Specifically, the prepared color conversion film is laminated on one surface of the light guide plate of the backlight unit including the LED blue backlight (maximum emission wavelength 450 nm) and the light guide plate, the prism sheet and the DBEF film laminated on the color conversion film and then the film The luminance spectrum of was measured. The initial value was set such that the brightness of the blue LED light was 600 nit based on the W / o color conversion film when measuring the luminance spectrum. The color conversion film emitted light at 537 nm under blue LED light.

The intensity of the green fluorescence decreased by 22% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 2

Except for using the compound 1-23 instead of compound 1-1 in Example 1 was prepared in the same color conversion film. The color conversion film emitted light at 532 nm under blue LED light. The intensity of green fluorescence decreased by 20% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 3

A color conversion film was prepared in the same manner as in Example 1, except that Compound 1-25 was used instead of Compound 1-1. The color conversion film emitted light at 534 nm under blue LED light. The intensity of the green fluorescence decreased by 23% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 4

A color conversion film was prepared in the same manner as in Example 1, except that Compound 1-71 was used instead of Compound 1-1. The color conversion film emitted light at 526 nm under blue LED light. The intensity of the green fluorescence decreased by 18% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 5

A color conversion film was manufactured in the same manner as in Example 1, except that Compound 1-79 was used instead of Compound 1-1. The color conversion film emitted light at 537 nm under blue LED light. The intensity of the green fluorescence decreased by 10% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 6

Except for using the compound 1-80 instead of compound 1-1 in Example 1 was prepared in the same color conversion film. The color conversion film emitted light at 537 nm under blue LED light. The intensity of the green fluorescence decreased by 9% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 7

Except for using the compound 1-82 instead of compound 1-1 in Example 1 was prepared in the same color conversion film. The color conversion film emitted light at 532 nm under blue LED light. The intensity of the green fluorescence decreased by 11% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 8

Except for using the compound 1-83 instead of compound 1-1 in Example 1 was prepared in the same color conversion film. The color conversion film of the compound emitted light at 537 nm under blue LED light. The intensity of the green fluorescence decreased by 12% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Example 9

Except for using the compound 1-84 instead of compound 1-1 in Example 1 was prepared in the same color conversion film. The color conversion film emitted light at 537 nm under blue LED light. The intensity of the green fluorescence decreased by 13% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Comparative Example 1

Comparative Example Compound 1

A color conversion film was manufactured in the same manner as in Example 1, except that Compound 1-1 was used instead of Compound 1-1. The color conversion film emitted light at 532 nm under blue LED light. The intensity of the green fluorescence decreased by 60% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

Comparative Example 2

Comparative Example Compound 2

Except for using the compound of Comparative Example 2 instead of compound 1-1 in Example 1 was prepared in the same color conversion film. The color conversion film emitted light at 538 nm under blue LED light. The intensity of the green fluorescence decreased by 58% after 500 hours under a blue backlight (600 nit) at a temperature of 60 ° C.

As can be seen in Examples 1 to 9, Comparative Examples 1 and 2, the compound represented by Formula 1 according to one embodiment of the present specification has excellent light resistance compared to the existing Compounds of Comparative Example Compound 1 and Comparative Example Compound 2 It can be used for the production of conversion film.

[Description of the code]

101: side chain light source

102: reflector

103: light guide plate

104: reflective layer

105: color conversion film

106: light dispersion pattern

Claims (24)

Compound represented by the following formula (1): [Formula 1]

In Chemical Formula 1, X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted alkoxy group; -O (C = 0) R; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted alkynyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, R is a substituted or unsubstituted alkyl group, At least one of R1 to R6 is represented by the following formula (2), the rest are the same as or different from each other, and each independently represented by the formula (3); Hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, R7 is represented by-(L) _r -A, L is a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group, A is a group represented by the following formula (3); Hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, r is an integer from 1 to 10, when r is 2 or more, two or more L are the same as or different from each other, [Formula 2]

In Chemical Formula 2, L1 is represented by any one of the following Chemical Formulas 4 to 6, L2 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group, Ar1 is represented by the following formula (3), m is an integer from 1 to 5, n is an integer from 1 to 3, when m and n are each 2 or more, the structures in the two or more parentheses are the same as or different from each other,

Is a site bonded to at least one of R1 to R6 of the formula (1), [Formula 3]

In Chemical Formula 3, Any one of Q1 to Q6 is a site which is bonded to L2 of Formula 2 or a site which is bonded to any one of R1 to R7 of Formula 1, and the others are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, or adjacent groups combine with each other to form a substituted or unsubstituted ring,  [Formula 4]

[Formula 5]

[Formula 6]

In Chemical Formulas 4 to 6, * Is a site which is bonded to at least one of R1 to R6 of Formula 1, or a site that is bonded to L2 of Formula 2, G1 to G6 are the same as or different from each other, and each independently a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group, M 1 is hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group. The compound of claim 1, wherein in Formula 1, at least one of R2 and R5 is represented by Formula 2. The compound of claim 1, wherein Formula 1 is represented by Formula 1-1 or 1-2: [Formula 1-1]

[Formula 1-2]

In Chemical Formulas 1-1 and 1-2, Definitions of R1 to R7, X1 and X2 are the same as in the above formula (1), L1, L2 and the definitions of m and n are the same as in the above Formula 2, Q11 and Q12 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitrile group; Nitro group; Hydroxyl group; Carboxy group (-COOH); Ether group; Ester group; Imide group; Amide group; Substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted aryloxy group; Substituted or unsubstituted alkylthioxy group; Substituted or unsubstituted arylthioxy group; Substituted or unsubstituted alkyl sulfoxy group; Substituted or unsubstituted aryl sulfoxy group; Substituted or unsubstituted alkenyl group; Substituted or unsubstituted silyl group; Substituted or unsubstituted boron group; Substituted or unsubstituted amine group; Substituted or unsubstituted aryl phosphine group; Substituted or unsubstituted phosphine oxide group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, or adjacent groups combine with each other to form a substituted or unsubstituted ring, L11 is represented by any one of Formulas 4 to 6, L12 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Substituted or unsubstituted alkylene group; Substituted or unsubstituted arylene group; Or a substituted or unsubstituted heteroarylene group, q11, q12 and m1 are each an integer of 1 to 5, n1 is an integer of 1 to 3, When q11, q12, m1 and n1 are each 2 or more, the structures in the two or more parentheses are the same or different from each other. The method according to claim 1, wherein X1 and X2 are the same as or different from each other, and each independently a halogen group; Nitrile group; An alkoxy group unsubstituted or substituted with a halogen group; -O (C = 0) R; An alkynyl group unsubstituted or substituted with a silyl group substituted with an alkyl group, an unsubstituted aryl group substituted with an alkyl group, a group represented by Formula 3, or a heteroaryl group; Or an aryl group unsubstituted or substituted with a halogen group, an alkyl group unsubstituted or substituted with a halogen group, an aryl group, or a heteroaryl group, R is a compound which is a methyl group unsubstituted or substituted with a halogen group. The method according to claim 1, wherein L is a direct bond; -O-; Alkylene group; Arylene group; Or a heteroarylene group. The method according to claim 1, wherein A is a halogen group; Nitrile group; Ester group; Carboxy group (-COOH); An alkyl group unsubstituted or substituted with a halogen group; An alkoxy group; Or a group represented by Formula 3 above. The method according to claim 1, wherein at least one of the R1 to R6 is represented by the formula (2), the rest are the same as or different from each other, each independently hydrogen; An alkyl group unsubstituted or substituted with a halogen group; At least one selected from the group consisting of a halogen group, an alkyl group substituted with an aryl group, an alkyl group substituted or unsubstituted with a halogen group, a group represented by the formula (3), an alkoxy group, an aryl group, and a heteroaryl group unsubstituted or substituted with an aryl group Substituted or unsubstituted aryl group; Heteroaryl groups unsubstituted or substituted with aryl groups; Or a group represented by Formula 3 above. The method according to claim 1, wherein L2 is a direct bond; -O-; -N (H)-; -OC (= 0)-; Alkylene group; Arylene group; Or a heteroarylene group. The method according to claim 1, wherein G1 to G6 are the same as or different from each other, each independently a direct bond; Or an alkylene group. The method according to claim 1, wherein any one of Q1 to Q6 is a site which is bonded to L2 of the formula (2), the rest are the same as or different from each other, each independently hydrogen; Halogen group; An alkyl group unsubstituted or substituted with a halogen group; Or a dialkylamine group. The compound of claim 1, wherein any one of Q1 to Q6 is a moiety bonded to L2 of Chemical Formula 2, and two or more adjacent groups of the other combine with each other to form a heterocycle. The compound of claim 1, wherein the maximum emission peak in the film state is within 500 nm to 550 nm. The compound of claim 1, wherein the maximum emission peak in the film state is within 600 nm to 650 nm. The compound according to claim 1, wherein the compound has a maximum emission peak in the film state within 600 nm to 650 nm, and a half width of the emission peak is 60 nm or less. The compound of claim 1, wherein the quantum efficiency of the compound is at least 0.8. The compound of claim 1, wherein Formula 1 is selected from the following compounds:

Resin matrix; And a compound represented by Chemical Formula 1 according to any one of claims 1 to 16 dispersed in the resin matrix. The color conversion film of claim 17, wherein the color conversion film further comprises one or more fine particles composed of at least one of an organic material and an inorganic material. The color conversion film of Claim 18 in which the said microparticles | fine-particles are coat | covered with the material which suppresses the quenching of the compound represented by the said Formula (1). The color conversion film of claim 17, wherein the haze value of the color conversion film is 50 to 95%. The method of claim 18, wherein the fine particles are SiO _x , SiN _x , SiO _x N _y , AlO _x , TiO _x , TaO _x , ZnO _x , ZrO _x , CeO _x and ZrSiO _x , wherein x is 0.1 to 2, y is at least 1 selected from the group consisting of 0.5 to 1.3). The color conversion film of claim 18, wherein the content of the fine particles is 1 wt% to 75 wt% with respect to the total weight of the color conversion film. A backlight unit comprising the color conversion film according to claim 17. Display device comprising a backlight unit according to claim 23.

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