KR102084989B1 - Organic electroluminescent device using the same - Google Patents

Abstract

The present invention relates to a novel compound having excellent luminous ability and an organic electroluminescent device having improved characteristics such as luminous efficiency, driving voltage, and lifetime by including the same in at least one organic material layer.

Description

Organic electroluminescent device {ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME}

The present invention relates to an organic electroluminescent device. More specifically, the present invention relates to an organic electroluminescent device using a first host, a second host, and a dopant in a light emitting layer.

BACKGROUND OF THE INVENTION Organic electroluminescent (EL) devices have diversification in the field of synthesis, have excellent optical performance, and have attracted great attention in the field of application of light emitting devices.

The driving principle of the organic EL device is as follows. When voltage is applied between the two electrodes, holes are injected from the anode, and electrons are injected into the organic material layer from the cathode. When the injected holes and electrons meet, excitons are formed, and when the excitons fall to the ground, they shine. In this case, the material used as the organic material layer may be classified into a light emitting material, a hole injection material, a hole transport material, an electron transport material, an electron injection material and the like according to its function.

The light emitting layer forming material of the organic EL device may be classified into blue, green, and red light emitting materials according to light emission colors. In addition, yellow and orange light emitting materials are also used as light emitting materials to realize better natural colors. In addition, a host / dopant system may be used as the light emitting material in order to increase luminous efficiency through an increase in color purity and energy transfer. The dopant material may be divided into a fluorescent dopant using an organic material and a phosphorescent dopant using a metal complex compound containing heavy atoms such as Ir and Pt. The development of such phosphorescent materials can theoretically improve the luminous efficiency up to 4 times compared to fluorescence, and thus, attention has been focused on phosphorescent dopants as well as phosphorescent host materials.

To date, the hole injection layer and the hole transport layer. As the hole blocking layer and the electron transporting layer, NPB, BCP, Alq ₃ and the like represented by the following formulas are widely known, and anthracene derivatives have been reported as fluorescent dopant / host materials in the light emitting material. Particularly, phosphorescent materials having great advantages in terms of efficiency improvement among light emitting materials include metal complex compounds containing Ir such as Firpic, Ir (ppy) ₃ , and (acac) Ir (btp) _2, such as blue, green, and red dopant materials. Is being used. To date, CBP has shown excellent properties as a phosphorescent host material.

However, existing materials have advantages in terms of luminescence properties, but the glass transition temperature is low and the thermal stability is very poor, and thus the materials are not satisfactory in terms of lifespan in organic EL devices.

Therefore, various researches are in progress to solve this problem.

An object of the present invention is to solve the conventional problems and to provide a high efficiency, low voltage and long life through the organic electroluminescent device and its application.

Technical solutions of the present invention for achieving the above object are as follows.

The present invention

anode;

cathode; And

An organic electroluminescent layer disposed between the anode and the cathode, the organic EL layer comprising: a light emitting layer comprising: i) a first host, ii) a second host, and iii) a dopant;

The energy gap E of the first host 1H and the second host 2H satisfies that E _2H > E _1H ;

A half value width of the mixture of the first host and the second host is 40 nm or more and 100 nm or less;

The maximum light emission wavelength of the mixture of the first host and the second host is shifted to a longer wavelength at least 30 nm than the maximum light emission wavelength of the second host;

The electron affinity (EA) and ionization potential (IP) of the first host (1H), the second host (2H), and the dopant (D) satisfy all of the following relations (1) to (3): Provided is a light emitting device.

(1) | EA _D -EA _2H | ≤ 0.5 eV

(2) | IP _1H -IP _D | ≤ 0.5 eV

(3) IP _1H -IP _2H > 0 eV

The organic EL device according to an example of the present invention may have high efficiency, low voltage, and long life in phosphorescent green and red devices.

1 shows an energy diagram of a first host, a second host, and a dopant.
2 shows the first and second hosts, the mixture of the first host and the second host, and the dopant maximum emission wavelength.

The definitions listed below are definitions of various terms used to describe the present invention. These definitions apply throughout this specification, either individually or as part of a term including them, unless otherwise limited.

"Halogen" in the present invention means either fluorine, chlorine, bromine or iodine or both.

In the present invention, "alkyl" means a monovalent substituent derived from a straight or branched chain saturated hydrocarbon having 1 to 40 carbon atoms. Examples thereof include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, pentyl, iso-amyl, hexyl and the like.

In the present invention, "alkenyl" refers to a monovalent substituent derived from a straight or branched chain unsaturated hydrocarbon having 2 to 40 carbon atoms having at least one carbon-carbon double bond. Examples thereof include, but are not limited to, vinyl, allyl, isopropenyl, 2-butenyl, and the like.

In the present invention, "alkynyl" refers to a monovalent substituent derived from a straight or branched chain unsaturated hydrocarbon having 2 to 40 carbon atoms having at least one carbon-carbon triple bond. Examples thereof include, but are not limited to, ethynyl, 2-propynyl, and the like.

In the present invention, "aryl" means a monovalent substituent derived from an aromatic hydrocarbon having 6 to 60 carbon atoms combined with a single ring or two or more rings. In addition, a form in which two or more rings are attached to each other (pendant) or condensed may also be included. Examples of such aryl include, but are not limited to, phenyl, naphthyl, phenanthryl, anthryl, fluorenyl, and the like.

"Heteroaryl" as used herein means a monovalent substituent derived from a monoheterocyclic or polyheterocyclic aromatic hydrocarbon having 5 to 60 nuclear atoms. At least one carbon in the ring, preferably 1 to 3 carbons, is substituted with a heteroatom such as N, O, S or Se. In addition, a form in which two or more rings are pendant or condensed with each other may be included, and may also include a form condensed with an aryl group. Examples of such heteroaryl include 6-membered monocyclic rings such as pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, phenoxathienyl, indolinzinyl, indolyl ( polycyclic rings such as indolyl, purinyl, quinolyl, benzothiazolyl, carbazolyl, benzofuranyl, benzothiophenyl and 2-furanyl, N- Imidazolyl, 2-isoxazolyl, 2-pyridinyl, 2-pyrimidinyl, and the like, but are not limited thereto.

In the present invention, "aryloxy" is a monovalent substituent represented by RO-, wherein R means aryl having 6 to 60 carbon atoms. Examples of such aryloxy include, but are not limited to, phenyloxy, naphthyloxy, diphenyloxy, and the like.

In the present invention, "alkyloxy" is a monovalent substituent represented by R'O-, wherein R 'means alkyl having 1 to 40 carbon atoms, and linear, branched or cyclic structure It may include. Examples of alkyloxy include, but are not limited to, methoxy, ethoxy, n-propoxy, 1-propoxy, t-butoxy, n-butoxy, pentoxy and the like.

In the present invention, "arylamine" refers to an amine substituted with aryl having 6 to 60 carbon atoms.

In the present invention, "cycloalkyl" means a monovalent substituent derived from a monocyclic or polycyclic non-aromatic hydrocarbon having 3 to 40 carbon atoms. Examples of such cycloalkyl include, but are not limited to, cyclopropyl, cyclopentyl, cyclohexyl, norbornyl, adamantyl, and the like.

"Heterocycloalkyl" as used herein means a monovalent substituent derived from 3 to 40 non-aromatic hydrocarbons of nuclear atoms, wherein at least one carbon in the ring, preferably 1 to 3 carbons, is N, O, S Or a hetero atom such as Se. Examples of such heterocycloalkyl include, but are not limited to, morpholinyl, piperazinyl, and the like.

In the present invention, "alkylsilyl" means silyl substituted with alkyl having 1 to 40 carbon atoms, and "arylsilyl" means silyl substituted with aryl having 6 to 60 carbon atoms.

Condensed ring in the present invention means a condensed aliphatic ring, a condensed aromatic ring, a condensed heteroaliphatic ring, a condensed heteroaromatic ring or a combination thereof.

Hereinafter, the present invention will be described in more detail.

Factors that inhibit the life of the phosphorescent organic EL device are triplet-triple annihilation and triplet-triplet annihilation (TTA). The triplet excitons and another triplet excitons meet and disappear as singlet excitons, resulting in deterioration of the efficiency and lifespan of the organic EL device.

To improve this, a mixture of at least two kinds of organic compounds is used, preferably a first host and a second host mixture. The characteristic of this mixture is that the wavelength of each maximum emission is such that the second host is shorter than the first host. The wavelength of the maximum emission of the mixture of the two hosts is shifted to a longer wavelength than the wavelength of the maximum emission of each host, and the half-width of the emission spectrum (FWHM) becomes very wide, thus acting as a third new material.

As a result, the triplet-triple extinction (TTA) generated in a narrow region of the organic EL device is reduced, thereby increasing the lifespan. The ionization potential and electron affinity of the first host and the second host are off-set to each other, and the injection of holes at the ionization potential of the first host and the electron affinity of the electron affinity of the second host are performed. It is characterized by a smooth injection.

Specifically, the organic electroluminescent device for achieving the object of the present invention is as follows.

anode;

cathode; And

An organic electroluminescent layer disposed between the anode and the cathode, the organic EL layer comprising: a light emitting layer comprising: i) a first host, ii) a second host, and iii) a dopant;

The energy gap E of the first host 1H and the second host 2H satisfies that E _2H > E _1H ;

A half value width of the mixture of the first host and the second host is 40 nm or more and 100 nm or less;

The maximum light emission wavelength of the mixture of the first host and the second host is shifted to a longer wavelength at least 30 nm than the maximum light emission wavelength of the second host;

The electron affinity (EA) and ionization potential (IP) of the first host (1H), the second host (2H), and the dopant (D) satisfy all of the following relations (1) to (3): Light emitting element:

(1) | E _AD -EA _2H | ≤ 0.5 eV

(2) | IP _1H -IP _D | ≤ 0.5 eV

(3) IP _1H -IP _2H > 0 eV

Here, the range of the half value width of the mixture of the first host and the second host is limited to the range of actual experimental results.

Here, the maximum emission wavelength of the mixture of the first host and the second host can be confirmed to be shifted to a longer wavelength than the maximum emission wavelength of the second host, and the value of 30 nm means the minimum value of the long wavelength shift.

Where EA _D is the electron affinity of the dopant, EA _2H refers to the electron affinity of the second host.

Here, IP _1H means ionization potential of the first host, IP _2H means ionization potential of the second host, and IP _D means ionization potential of the dopant.

Here, the difference in electron affinity between the dopant and the second host indicates the extent to which electrons injected from the electrode can effectively move from the host to the dopant or energy can effectively move from the host to the dopant. It is characterized by the characteristics of the material and the object of the present invention.

Here, the difference between the dopant and the first host is related to the movement of holes injected from the electrode, and the value of 0.5 is not generally known and is characterized by the characteristics of the material and the purpose of the present invention.

In this case, the difference between the ionization potential of the first host and the second host is greater than 0, in order to smoothly inject holes from the anode, as shown in FIG. This means that the two hosts have an off-set energy level so that the electron affinity of the second host has an appropriate position.

According to an embodiment of the present invention, the electron affinity EA of the first host 1H and the second host 2H may be an organic electroluminescent device satisfying the following relation (4):

(4) EA _1H -EA _2H > 0 eV

Where EA _1H refers to the electron affinity of the first host, EA _2H is the electron affinity of the second host

According to an embodiment of the present invention, the maximum light emission wavelength of the mixture of the first host and the second host may be an organic electroluminescent device having a shorter wavelength than the maximum light emission wavelength of the dopant.

According to an embodiment of the present invention, the first host may be a compound represented by Formula 1, and the second host may be an organic electroluminescent device, which is a compound represented by Formula 2 or Formula 3:

[Formula 1]

m and n are each independently an integer from 1 to 4;

X ₁ is selected from the group consisting of O, S, Se, N (R ₃ ), C (R ₄ ) (R ₅ ) and Si (R ₆ ) (R ₇ ),

R ₁ and R ₂ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ ~ C ₆₀ aryl boron group, C ₆ ~ C ₆₀ arylphosphanyl group, C ₆ ~ C ₆₀ mono or diaryl phosphinyl group and C ₆ ~ C ₆₀ An arylamine group, wherein each of R ₁ and R ₂ are a plurality of Are the same as or different from each other and are condensable with adjacent groups;

R ₃ to R ₇ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo It is selected from the group consisting of a silyl group, a C ₆ ~ C ₆₀ arylcarbonyl group and a C ₆ ~ C ₆₀ arylamine group,

The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group, alkyl boron group, aryl of the above R ₁ to R ₇ Boron group, arylphosphanyl group, mono or diarylphosphinyl group and arylsilyl group are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C Alkynyl group of ₂ to C ₄₀ , aryl group of C ₆ to C ₆₀ , heteroaryl group of 5 to 60 nuclear atoms, aryloxy group of C ₆ to C ₆₀ , alkyloxy group of C ₁ to C ₄₀ , C ₆ ~ C ₆₀ arylamine group, C ₃ ~ C ₄₀ cycloalkyl group, a number of nuclear atoms of 3 to 40 heterocycloalkyl group, C ₁ ~ alkyl silyl group of C _40, C ₁ ~ C ₄₀ group of an alkyl boron, C ₆ ~ C ₆₀ aryl group of boron, C ₆ ~ C ₆₀ aryl phosphazene group, C ₆ ~ C ₆₀ mono or diaryl phosphine of blood group and a C ₆ ~ selected from the group consisting of C ₆₀ aryl silyl It substituted with one or more substituents being unsubstituted or, if substituted by a plurality of substituents, they are same or different from each other;

[Formula 2]

 [Formula 3]

In Chemical Formulas 2 and 3,

Y ₁ is N (R ₈ ) or C (R ₉ ) (R ₁₀ );

Z ₁ to Z ₄ are each independently N or C (Ar ₁ );

Z ₅ to Z ₁₀ are each independently N or C (Ar ₂ );

R ₈ to R ₁₀ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo A silyl group, a C ₆ -C ₆₀ arylcarbonyl group and a C ₆ -C ₆₀ arylamine group;

Ar ₁ and Ar ₂ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo group, is selected from the group consisting of an aryl amine of the C ₆ ~ C ₆₀ aryl carbonyl group and a C ₆ ~ C ₆₀ of two Ar ₁ and Ar ₂ which are adjacent when the Ar ₁ and Ar ₂ multiple individuals are bonded to each other 5 to 50 aromatic rings, nuclear atoms 5 to 50 non-aromatic condensed polycyclic ring, 5 to 50 aromatic heterocyclic ring, or 5 to 50 non-aromatic condensed heteropolycyclic ring, and a plurality of Ar ₁ and Ar ₂ are mutually Same or different;

The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group and alkylsilyl group of R ₈ to R ₁₀ and Ar ₁ and Ar ₂ , Alkylsulfonyl group, arylsulfonyl group, alkyl boron group, aryl boron group, arylphosphanyl group, mono or diaryl phosphinyl group, alkylcarbonyl group, arylcarbonyl group and arylsilyl group, and two Ar ₂ adjacent to each other The aromatic ring, non-aromatic condensed polycyclic, aromatic heterocyclic and non-aromatic condensed heteropolycyclic formed by bonding are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ Alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₆ ~ C ₆₀ aryl group, 5 to 60 heteroaryl group, C ₆ ~ C ₆₀ aryloxy group, C ₁ ~ C ₄₀ Alkyl oxy group, C ₆ ~ C ₆₀ aryl amine group, C ₃ ~ C ₄₀ cycloalkyl group, a 3 to 40 nuclear atoms H. Rossi claw alkyl group, C ₁ ~ C ₄₀ alkylsilyl group, C ₁ ~ C ₄₀ alkyl sulfonyl group, C ₆ ~ C ₆₀ aryl sulfonyl group, C ₁ ~ C ₄₀ group of an alkyl boron, C ₆ ~ C ₆₀ of Aryl boron group, C ₆ ~ C ₆₀ aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group, C ₁ ~ C ₄₀ Alkylcarbonyl group, C ₆ ~ C ₆₀ Aryl carbonyl group and C _When unsubstituted or substituted with one or more substituents selected from the group consisting of ₆ to C ₆₀ arylsilyl groups, they are the same as or different from each other.

According to one embodiment of the present invention, any one of R ₁ and R ₂ may be an organic electroluminescent device, which is a substituent represented by the following formula (4) or (5):

 [Formula 4]

[Formula 5]

In Chemical Formulas 4 and 5,

* Means the part where the bond is made;

p is an integer from 0 to 7;

q is an integer from 0 to 11;

X ₂ is selected from the group consisting of O, S, Se, N (R ₁₃ ), C (R ₁₄ ) (R ₁₅ ) and Si (R ₁₆ ) (R ₁₇ ),

R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ ~ C ₆₀ aryl boron group, C ₆ ~ C ₆₀ aryl phosphazene group, C ₆ ~ C ₆₀ mono or diaryl phosphine P is selected from the group the group consisting of C ₆ ~ with an aryl amine of the C _60, wherein R ₁₁ and R1 ₂ are in each case a plurality of individual, they Are the same as or different from each other and are condensable with adjacent groups;

R ₁₃ to R ₁₇ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo It is selected from the group consisting of a silyl group, a C ₆ ~ C ₆₀ arylcarbonyl group and a C ₆ ~ C ₆₀ arylamine group,

The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group, alkyl boron group, aryl of the above R ₁₁ to R ₁₇ Boron group, arylphosphanyl group, mono or diarylphosphinyl group and arylsilyl group are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C Alkynyl group of ₂ to C ₄₀ , aryl group of C ₆ to C ₆₀ , heteroaryl group of 5 to 60 nuclear atoms, aryloxy group of C ₆ to C ₆₀ , alkyloxy group of C ₁ to C ₄₀ , C ₆ ~ C ₆₀ arylamine group, C ₃ ~ C ₄₀ cycloalkyl group, a number of nuclear atoms of 3 to 40 heterocycloalkyl group, C ₁ ~ alkyl silyl group of C _40, C ₁ ~ C ₄₀ group of an alkyl boron, C ₆ Aryl boron group of ~ C ₆₀ , C ₆ ~ C ₆₀ aryl phosphanyl group, C ₆ ~ C ₆₀ mono or diaryl phosphinyl group and C ₆ ~ C ₆₀ arylsilyl group selected from the group When substituted or unsubstituted with one or more substituents, and substituted with a plurality of substituents, they are the same or different from each other.

According to an embodiment of the present invention, Ar ₁ and Ar ₂ may each independently be an organic electroluminescent device which is a compound comprising a structure represented by the following formula (6):

[Formula 6]

In Chemical Formula 6,

* Means the part where the bond is made;

L ₁ and L ₂ are each independently selected from the group consisting of a direct bond, an arylene group having ₆ to ₁₈ carbon atoms and a heteroarylene group having 5 to 18 nuclear atoms;

R ₁₈ is hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ -C ₄₀ alkyl group, C ₂ -C ₄₀ alkenyl group, C ₂ -C ₄₀ alkynyl group, C ₃ -C ₄₀ cycloalkyl group, 3 to 40 heterocycloalkyl groups, C ₆ to C ₆₀ aryl groups, 5 to 60 heteroaryl groups, C ₁ to C ₄₀ alkyloxy groups, C ₆ to C ₆₀ aryloxy groups , C ₃ ~ C ₄₀ Alkylsilyl group, C ₆ ~ C ₆₀ Arylsilyl group, C ₁ ~ C ₄₀ Alkyl boron group, C ₆ ~ C ₆₀ Aryl boron group, C ₆ ~ C ₆₀ Aryl phospha A silyl group, a C ₆ -C ₆₀ mono or diarylphosphinyl group, and a C ₆ -C ₆₀ arylamine group;

The arylene group and heteroarylene group of L ₁ and L ₂ , the alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, aryl of R ₁₈ An amine group, an alkylsilyl group, an alkyl boron group, an aryl boron group, an arylphosphanyl group, a mono or diarylphosphinyl group, and an arylsilyl group are each independently deuterium, halogen, cyano group, nitro group, C ₁ to C ₄₀ An alkyl group, a C ₂ to C ₄₀ alkenyl group, a C ₂ to C ₄₀ alkynyl group, a C ₆ to C ₆₀ aryl group, a nuclear atom having 5 to 60 heteroaryl groups, a C ₆ to C ₆₀ aryloxy group, C ₁ ~ C ₄₀ alkyloxy group, C ₆ ~ C ₆₀ arylamine group, C ₃ ~ C ₄₀ cycloalkyl group, 3 to 40 heterocycloalkyl group, C ₁ ~ C ₄₀ alkylsilyl group, C ₁ ~ C ₄₀ Alkyl boron group, C ₆ ~ C ₆₀ Aryl boron group, C ₆ ~ C ₆₀ Aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group and C ₆ ~ C _{6 When} substituted or unsubstituted with one or more substituents selected from the group consisting of _zero arylsilyl groups, and substituted with a plurality of substituents, they are the same as or different from each other.

According to an embodiment of the present invention, L ₁ and L ₂ may be each independently a direct bond or an organic electroluminescent device, which is a linker selected from the group consisting of Formulas C-1 to C-4:

In Chemical Formulas C-1 to C-4,

* Means the part where the coupling is made.

According to an embodiment of the present invention, R ₁₈ is selected from the group consisting of an alkyl group having ₁ to ₄₀ carbon atoms, an aryl group having ₆ to ₆₀ carbon atoms and a heteroaryl group having 5 to 60 nuclear atoms,

The alkyl group, aryl group and heteroaryl group of R ₁₈ are each independently one or more substituents selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl groups When substituted with or unsubstituted with a plurality of substituents, they may be organic electroluminescent devices which are the same or different compounds.

According to an embodiment of the present invention, R ₁₈ may be an organic electroluminescent device which is a substituent represented by one of the following Chemical Formulas 7 to 9:

[Formula 7]

[Formula 8]

[Formula 9]

In Chemical Formulas 7 to 9,

* Means the part where the bond is made;

r is an integer from 0 to 7;

s is an integer from 0 to 8;

V ₁ to V ₅ are each independently N or C (R ₂₇ );

X ₃ is selected from the group consisting of O, S, Se, N (R ₂₈ ), C (R ₂₉ ) (R ₃₀ ) and Si (R ₃₁ ) (R ₃₂ ),

X ₄ is selected from the group consisting of N, C (R ₃₃ ) and Si (R ₃₄ ),

R ₁₉ and R ₂₀ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo group, is selected from the group consisting of an aryl amine of the C ₆ ~ C ₆₀ aryl carbonyl group and a C ₆ ~ C ₆₀ of the R ₁₉ and R ₂₀ are 2 R ₁₉ and R ₂₀ which are adjacent if multiple individuals are bonded to each other 5 to 50 aromatic rings, nuclear atoms 5 to 50 non-aromatic condensed polycyclic rings, 5 to 50 aromatic heterocyclic rings, or 5 to 50 non-aromatic condensed heteropolycyclic rings,

R ₂₇ to R ₃₄ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo A silyl group, a C ₆ -C ₆₀ arylcarbonyl group and a C ₆ -C ₆₀ arylamine group;

The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group of R ₁₉ , R ₂₀ and R ₂₇ to R ₃₄ , Alkylsulfonyl group, arylsulfonyl group, alkyl boron group, aryl boron group, arylphosphanyl group, mono or diaryl phosphinyl group, alkylcarbonyl group, arylcarbonyl group and arylsilyl group, and two Ar ₂ adjacent to each other The aromatic ring, non-aromatic condensed polycyclic, aromatic heterocyclic and non-aromatic condensed heteropolycyclic formed by bonding are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ Alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₆ ~ C ₆₀ aryl group, 5 to 60 heteroaryl group, C ₆ ~ C ₆₀ aryloxy group, C ₁ ~ C ₄₀ Alkyl oxy group, C ₆ ~ C ₆₀ aryl amine group, C ₃ ~ C ₄₀ cycloalkyl group, a 3 to 40 nuclear atoms H. Rossi claw alkyl group, C ₁ ~ C ₄₀ alkylsilyl group, C ₁ ~ C ₄₀ alkyl sulfonyl group, C ₆ ~ C ₆₀ aryl sulfonyl group, C ₁ ~ C ₄₀ groups of the alkylboronic, C ₆ ~ C ₆₀ of Aryl boron group, C ₆ ~ C ₆₀ aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group, C ₁ ~ C ₄₀ Alkylcarbonyl group, C ₆ ~ C ₆₀ Aryl carbonyl group and C _When unsubstituted or substituted with one or more substituents selected from the group consisting of ₆ to C ₆₀ arylsilyl groups, they are the same as or different from each other.

According to one embodiment of the present invention, the substituents represented by Formulas 7 to 9 may be organic electroluminescent devices, which are substituents represented by any one of the following Formulas 10 to 13:

[Formula 10]

[Formula 11]

[Formula 12]

[Formula 13]

In Chemical Formulas 10 to 13,

* Means the part where the bond is made;

t is an integer from 0 to 11;

o and i are integers from 0 to 8;

u and j are integers from 0 to 7;

k is an integer from 0 to 4;

k 'is an integer from 0 to 6;

X ₅ and X ₇ are each independently selected from the group consisting of O, S, Se, N (R ₂₈ ), C (R ₂₉ ) (R ₃₀ ) and Si (R ₃₁ ) (R ₃₂ ),

X ₆ is selected from the group consisting of N, C (R ₃₃ ) and Si (R ₃₄ ),

R ₂₁ to R ₂₆ and R ₂₄ ′ each independently represent hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ -C ₄₀ alkyl group, C ₂ -C ₄₀ alkenyl group, and C ₂ -C ₄₀ alkynyl group , C ₃ ~ C ₄₀ cycloalkyl group, 3 to 40 heterocycloalkyl group, C ₆ ~ C ₆₀ aryl group, 5 to 60 heteroaryl group, C ₁ ~ C ₄₀ alkyloxy group , C ₆ -C ₆₀ aryloxy group, C ₃ -C ₄₀ alkylsilyl group, C ₆ -C ₆₀ arylsilyl group, C ₁ -C ₄₀ alkylsulfonyl group, C ₆ -C ₆₀ arylsulfonyl group , C ₁ ~ C ₄₀ Alkyl boron group, C ₆ ~ C ₆₀ Aryl boron group, C ₆ ~ C ₆₀ Aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group, C ₁ ~ C Selected from the group consisting of ₄₀ alkylcarbonyl groups, C ₆ -C ₆₀ arylcarbonyl groups and C ₆ -C ₆₀ arylamine groups, and when there are a plurality of R ₂₁ to R ₂₆ and R ₂₄ ′, they are the same or different from each other; and;

R ₂₈ to R ₃₄ are as defined in claim 9.

According to an embodiment of the present invention, the first host may be a compound represented by Chemical Formula 1, and R ₁ may be an organic electroluminescent device which is a substituent represented by Chemical Formula 4.

[Formula 1]

[Formula 4]

* Means the part where the bond is made;

m and n are each independently an integer from 1 to 4;

p is an integer from 0 to 7;

X ₁ is N (R ₃ );

X ₂ is N (R ₁₃ );

R ₃ and R ₁₃ are each independently selected from the group consisting of an alkyl group having ₁ to ₄₀ carbon atoms, an aryl group having ₆ to ₆₀ carbon atoms and a heteroaryl group having 5 to 60 nuclear atoms;

The alkyl group, aryl group and heteroaryl group of R ₃ and R ₁₃ are each independently selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl group of nuclear atoms When substituted or unsubstituted with at least one substituent, and substituted with a plurality of substituents, they are the same as or different from each other.

According to one embodiment of the present invention, X ₁ may be an organic EL device, characterized in that S.

According to one embodiment of the present invention, at least one of the Z _5, Z ₇ and Z ₉ may be an organic electroluminescent device, characterized in that N.

According to one embodiment of the present invention, Z _5, Z ₇ and Z ₉ may be an organic electroluminescent device, characterized in that N.

According to an embodiment of the present invention, the second host is a compound represented by Formula 3;

R ₁₈ may be an organic electroluminescent device, which is a substituent represented by Formula 9:

[Formula 3]

 [Formula 9]

* Means the part where the bond is made;

s is an integer from 0 to 8;

Z _5, Z ₇ , Z ₉ and X ₄ are N;

Z _6, Z ₈ and Z ₁₀ are each independently C (Ar ₂ );

Ar ₂ and R ₂₀ are each independently selected from the group consisting of an alkyl group having ₁ to ₄₀ carbon atoms, an aryl group having ₆ to ₆₀ carbon atoms and a heteroaryl group having 5 to 60 nuclear atoms;

The alkyl group, aryl group and heteroaryl group of Ar ₂ and R ₂₀ are each independently selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl group of nuclear atoms When substituted or unsubstituted with at least one substituent, and substituted with a plurality of substituents, they are the same as or different from each other.

According to one preferred embodiment of the invention, the first host is a compound represented by the formula A-1 and A-2, the second host is a compound represented by any one of the formula B-1 to B-10 It may be selected from the group consisting of.

According to one embodiment of the present invention, the first host is selected from the group consisting of compounds represented by any one of the following formulas A-1 to A-3,

The second host may be selected from the group consisting of compounds represented by any one of the following Formulas B-1 to B-11, but is not limited thereto.

An organic electroluminescent device according to the present invention is an anode, a cathode and an organic electroluminescent layer disposed between the anode and the cathode, i) a first host and ii) a second host, and iii It includes a light emitting layer containing a dopant.

The structure of the organic EL device of the present invention is not particularly limited, but may be a structure in which a substrate, an anode, a hole injection layer, a hole transport layer, an emission auxiliary layer, an emission layer, an electron transport layer, and a cathode are sequentially stacked. . Here, an electron injection layer may be further stacked on the electron transport layer. In addition, the structure of the organic EL device of the present invention may be a structure in which an insulating layer or an adhesive layer is inserted between the electrode and the organic EL layer interface. In addition, an electron transport auxiliary layer may be added between the emission layer and the electron transport layer.

On the other hand, the organic electroluminescent device of the present invention is an organic EL layer by a material and method known in the art, except that the organic electroluminescent device comprises a light emitting layer comprising i) a first host, ii) a second host, and iii) a dopant. And it can be manufactured by forming an electrode.

The organic EL layer may be formed by a vacuum deposition method or a solution coating method. Examples of the solution coating method include, but are not limited to, spin coating, dip coating, doctor blading, inkjet printing, or thermal transfer.

The substrate used in the manufacture of the organic EL device of the present invention is not particularly limited, but silicon wafers, quartz, glass plates, metal plates, plastic films, sheets, and the like can be used.

Further, the anode material may be a metal such as vanadium, chromium, copper, zinc, gold or an alloy thereof; Metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), indium zinc oxide (IZO); Combinations of oxides with metals such as ZnO: Al or SnO ₂ : Sb; Conductive polymers such as polythiophene, poly (3-methylthiophene), poly [3,4- (ethylene-1,2-dioxy) thiophene] (PEDT), polypyrrole or polyaniline; And carbon black, but are not limited thereto.

In addition, the negative electrode material may be a metal such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, or lead or an alloy thereof; And multilayer structure materials such as LiF / Al or LiO ₂ / Al, and the like.

In addition, the hole injection layer, the hole transport layer, the electron injection layer and the electron transport layer is not particularly limited, and conventional materials known in the art may be used.

EXAMPLE

Compounds A-1, A-2 and A-3 used as the first host, and Compounds B-1 to B-11 used as the second host are as follows.

Ionization potential, electron affinity, energy gap and emission wavelength of compounds A-1 to A-3 used as the first host, compounds B-1 to B-11 used as the second host, and Ir (ppy) ₃ used as the dopant It is shown in [Table 1].

compound Ionization Potential (eV) Electron affinity (eV) Energy gap (eV) Emission wavelength (nm) Half width (eV) A-1 -5.57 -2.14 3.43 415 47 A-2 -5.42 -2.01 3.41 418 42 A-3 -5.82 -2.3 3.52 367 54 B-1 -6.04 -2.33 3.71 386 87 B-2 -6.17 -2.68 3.49 415 66 B-3 -5.89 -2.29 3.60 430 91 B-4 -5.82 -2.32 3.50 418 50 B-5 -6.07 -2.61 3.46 450 68 B-6 -6.06 -2.40 3.66 399 65 B-7 -6.20 -2.49 3.71 388 92 B-8 -6.00 -2.43 3.57 412 55 B-9 -6.12 -2.53 3.59 395 74 B-10 -6.06 -2.41 3.65 387 103 B-11 -5.51 -2.51 3.00 545 105 Ir (ppy) ₃ -5.18 -2.74 2.44 524

Ionization potential was measured by CV (cyclic voltammetry) method (Princeton, 273A), energy gap was measured by UV-Vis spectrophotometer, (JASCO, V-500) was used. Electron affinity was calculated from the measured values of ionization potential and energy gap.

The emission wavelength was measured by PL (photoluminescence) spectrum, and (PerkinElmer, LS-55) was used.

The emission wavelength and half width of the mixture of the first host and the second host are shown in [Table 2].

No. Host 1 Host 2 Host mixture Host mixture emission wavelength (nm) λ [ Dopant ]-
λ [host mixture] (nm) Host mixture half width (nm) λ [host mixture]-
λ [second host] (nm) One A-2 B-1 490 34 87 104 2 A-1 B-2 491 33 84 76 3 A-2 B-2 483 41 91 68 4 A-1 B-3 488 36 86 58 5 A-1 B-4 522 2 51 104 6 A-1 B-5 496 28 83 46 7 A-2 B-5 491 33 81 41 8 A-1 B-6 472 52 85 73 9 A-2 B-6 466 58 82 67 10 A-1 B-7 489 35 86 101 11 A-2 B-7 488 36 80 100 12 A-1 B-8 470 54 79 58 13 A-2 B-8 463 61 82 51 14 A-1 B-9 493 31 88 98 15 A-2 B-9 487 37 88 92 16 A-1 B-10 457 67 73 70 17 A-2 B-10 448 76 75 61 18 A-3 B-11 504 20 98 8

[ Example  1 to 17] green organic Electric field  Fabrication of light emitting device

After the high purity sublimation purification of the compound by a conventionally known method, a green organic EL device was manufactured according to the following procedure.

A glass substrate coated with ITO (Indium tin oxide) having a thickness of 1500 Å was washed with distilled water ultrasonic waves. After washing the distilled water, ultrasonic cleaning with a solvent such as isopropyl alcohol, acetone, methanol, etc., dried and transferred to a UV-OZONE cleaner (Power sonic 405, Hwasin Tech), the substrate is cleaned for 5 minutes by UV and vacuum The substrate was transferred to the evaporator.

M-MTDATA (60 nm) / TCTA (80 nm) / organic compound + 10% Ir (ppy) ₃ / (300nm) / BCP (10 nm) / Alq ₃ (30nm) / LiF (1) The organic EL device was fabricated by laminating in order of nm) / Al (200 nm). The structure of m-MTDATA, TCTA, Ir (ppy) ₃ , BCP is as follows. In the case of organic compounds, the No. The ratio of the 1st host and the 2nd host of the same number of 1-17 was mixed and used in the ratio of 5: 5.

[ Comparative example  One]

An organic light-emitting device was manufactured in the same manner as in Example 1, except that the following CBP was used instead of the organic compound as a light-emitting host material.

[ Comparative example  2]

An organic light-emitting device was manufactured in the same manner as in Example 1, except that A-1 was used instead of the organic compound as a light-emitting host material when fabricating the organic EL device.

[ Comparative example  3]

An organic light-emitting device was manufactured in the same manner as in Example 1, except that B-1 was used instead of the organic compound as a light-emitting host material in fabricating the organic EL device.

[ Comparative example  4]

As the light emitting host material in the fabrication of the organic EL device, No. An organic light-emitting device was manufactured in the same manner as in Example 1, except that the 18th first host and the second host were mixed at a ratio of 5: 5.

Compounds A-1, A-2 and A-3 used as the first host The results of Examples 1 to 17 and Comparative Example 4 using the compounds B-1 to B-11 used as the second host are shown in [Table 3]. .

Host 1 Host 2 ΔE Host 2
Host 1 (eV) ΔIP Host 1
Host 2 (eV) ΔEA Host 1
Host 2 (eV) ΔIP Host 1
Dopant] (eV) ΔEA [ Dopant
Host 2 (eV) Example 1 A-2 B-1 0.30 0.62 0.32 0.24 0.41 Example 2 A-1 B-2 0.06 0.60 0.54 0.39 0.06 Example 3 A-2 B-2 0.08 0.75 0.67 0.24 0.06 Example 4 A-1 B-3 0.17 0.32 0.15 0.39 0.45 Example 5 A-1 B-4 0.10 0.20 0.10 0.44 0.42 Example 6 A-1 B-5 0.03 0.50 0.47 0.39 0.13 Example 7 A-2 B-5 0.05 0.65 0.60 0.24 0.13 Example 8 A-1 B-6 0.23 0.49 0.26 0.39 0.34 Example 9 A-2 B-6 0.25 0.64 0.39 0.24 0.34 Example 10 A-1 B-7 0.28 0.63 0.35 0.39 0.25 Example 11 A-2 B-7 0.30 0.78 0.48 0.24 0.25 Example 12 A-1 B-8 0.14 0.43 0.29 0.39 0.31 Example 13 A-2 B-8 0.16 0.58 0.42 0.24 0.31 Example 14 A-1 B-9 0.16 0.55 0.39 0.39 0.21 Example 15 A-2 B-9 0.18 0.70 0.52 0.24 0.21 Example 16 A-1 B-10 0.22 0.49 0.27 0.39 0.33 Example 17 A-2 B-10 0.24 0.64 0.40 0.24 0.33 Comparative Example 4 A-3 B-11 -0.50 -0.31 0.21 0.64 0.23

[ Evaluation example  One]

For each of the green organic EL devices fabricated in Examples 1 to 17 and Comparative Examples 1 to 4, the driving voltage, current efficiency, and emission peak at current density (10) mA / cm 2 were measured, and the results were as follows. Table 4 shows. The lifetime T95% is the time taken to reduce from the initial luminance to 95%.

Example Host Voltage
(V) Luminous efficiency
(cd / A) EL peak
(nm) Life _T95%
(hr) Host 1 Host 2  Example 1 A-2 B-1 5.5 57.4 516 126  Example 2 A-1 B-2 5.4 54.9 516 165  Example 3 A-2 B-2 5.6 55.8 517 120  Example 4 A-1 B-3 5.6 55.7 516 121  Example 5 A-1 B-4 5.7 52.5 516 180  Example 6 A-1 B-5 5.7 56.8 517 75  Example 7 A-2 B-5 5.7 56.1 516 70  Example 8 A-1 B-6 5.8 51.2 517 68  Example 9 A-2 B-6 5.7 50.6 516 65 Example 10 A-1 B-7 5.9 51.6 517 81 Example 11 A-2 B-7 5.9 52.3 517 79 Example 12 A-1 B-8 5.7 53.6 517 76 Example 13 A-2 B-8 5.7 52.9 516 79 Example 14 A-1 B-9 5.9 50.3 516 45 Example 15 A-2 B-9 5.7 50.1 516 46 Example 16 A-1 B-10 5.8 53.0 517 51 Example 17 A-2 B-10 5.8 52.5 516 49 Comparative Example 1 CBP  - 6.9 38.2 516 35 Comparative Example 2 A-1  - 6.5 40.3 518 10 Comparative Example 3  - B-1 6.1 42.5 516 64 Comparative Example 4 A-3 B-11 6.2 41.1 516 20

As shown in Table 4, the green organic EL device (Examples 1 to 17) using the compound according to the present invention in the light emitting layer has better performance in terms of current efficiency, driving voltage, and lifetime compared to Comparative Examples 1 to 4. It could be seen that.

Claims (17)

anode;
cathode; And
An organic electroluminescent layer disposed between the anode and the cathode, the organic EL layer comprising: a light emitting layer comprising: i) a first host, ii) a second host, and iii) a dopant;
The energy gap E of the first host 1H and the second host 2H satisfies that E _2H > E _1H ;
A half value width of the mixture of the first host and the second host is 40 nm or more and 100 nm or less;
The maximum light emission wavelength of the mixture of the first host and the second host is shifted to a longer wavelength at least 30 nm than the maximum light emission wavelength of the second host;
The electron affinity (EA) and ionization potential (IP) of the first host (1H), the second host (2H), and the dopant (D) satisfy all of the following relations (1) to (3): Light emitting element:
(1) | EA _D -EA _2H | ≤ 0.5 eV
(2) | IP _1H -IP _D | ≤ 0.5 eV
(3) IP _1H -IP _2H > 0 eV The method of claim 1,
An organic electroluminescent device in which the electron affinity EA of the first host 1H and the second host 2H satisfies the following relation (4):
(4) EA _1H -EA _2H > 0 eV The method of claim 1,
The maximum light emission wavelength of the mixture of the first host and the second host is shorter than the maximum light emission wavelength of the dopant. The method of claim 1,
The first host is a compound represented by Formula 1;
The second host is an organic electroluminescent device which is a compound represented by the following formula (2) or (3):
[Formula 1]

m and n are each independently an integer from 1 to 4;
X ₁ is selected from the group consisting of O, S, Se, N (R ₃ ), C (R ₄ ) (R ₅ ) and Si (R ₆ ) (R ₇ ),
R ₁ and R ₂ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ ~ C ₆₀ aryl boron group, C ₆ ~ C ₆₀ arylphosphanyl group, C ₆ ~ C ₆₀ mono or diaryl phosphinyl group and C ₆ ~ C ₆₀ An arylamine group, wherein each of R ₁ and R ₂ are a plurality of Are the same as or different from each other, and are condensable with adjacent groups;
R ₃ to R ₇ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo It is selected from the group consisting of a silyl group, a C ₆ ~ C ₆₀ arylcarbonyl group and a C ₆ ~ C ₆₀ arylamine group,
The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group, alkyl boron group, aryl of the above R ₁ to R ₇ Boron group, arylphosphanyl group, mono or diarylphosphinyl group and arylsilyl group are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C Alkynyl group of ₂ to C ₄₀ , aryl group of C ₆ to C ₆₀ , heteroaryl group of 5 to 60 nuclear atoms, aryloxy group of C ₆ to C ₆₀ , alkyloxy group of C ₁ to C ₄₀ , C ₆ ~ C ₆₀ arylamine group, C ₃ ~ C ₄₀ cycloalkyl group, a number of nuclear atoms of 3 to 40 heterocycloalkyl group, C ₁ ~ alkyl silyl group of C _40, C ₁ ~ C ₄₀ group of an alkyl boron, C ₆ ~ C ₆₀ aryl group of boron, C ₆ ~ C ₆₀ aryl phosphazene group, C ₆ ~ C ₆₀ mono or diaryl phosphine of blood group and a C ₆ ~ selected from the group consisting of C ₆₀ aryl silyl It substituted with one or more substituents being unsubstituted or, if substituted by a plurality of substituents, they are same or different from each other;
[Formula 2]

[Formula 3]

In Chemical Formulas 2 and 3,
Y ₁ is N (R ₈ ) or C (R ₉ ) (R ₁₀ );
Z ₁ to Z ₄ are each independently N or C (Ar ₁ );
Z ₅ to Z ₁₀ are each independently N or C (Ar ₂ );
R ₈ to R ₁₀ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo A silyl group, a C ₆ -C ₆₀ arylcarbonyl group and a C ₆ -C ₆₀ arylamine group;
Ar ₁ and Ar ₂ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo group, is selected from the group consisting of an aryl amine of the C ₆ ~ C ₆₀ aryl carbonyl group and a C ₆ ~ C ₆₀ of two Ar ₁ and Ar ₂ which are adjacent when the Ar ₁ and Ar ₂ multiple individuals are bonded to each other 5 to 50 aromatic rings, nuclear atoms 5 to 50 non-aromatic condensed polycyclic ring, 5 to 50 aromatic heterocyclic ring, or 5 to 50 non-aromatic condensed heteropolycyclic ring, and a plurality of Ar ₁ and Ar ₂ are mutually Same or different;
Alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group of R ₈ to R ₁₀ , Ar ₁ and Ar ₂ , Alkylsulfonyl group, arylsulfonyl group, alkyl boron group, aryl boron group, arylphosphanyl group, mono or diaryl phosphinyl group, alkylcarbonyl group, arylcarbonyl group and arylsilyl group, and two Ar ₂ adjacent to each other The aromatic ring, non-aromatic condensed polycyclic, aromatic heterocyclic and non-aromatic condensed heteropolycyclic formed by bonding are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ Alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₆ ~ C ₆₀ aryl group, 5 to 60 heteroaryl group, C ₆ ~ C ₆₀ aryloxy group, C ₁ ~ C ₄₀ Alkyl Oxy group, C ₆ to C ₆₀ arylamine group, C ₃ to C ₄₀ cycloalkyl group, nuclear atom of 3 to 40 hete A chlorocycloalkyl group, a C ₁ to C ₄₀ alkylsilyl group, a C ₁ to C ₄₀ alkylsulfonyl group, a C ₆ to C ₆₀ arylsulfonyl group, a C ₁ to C ₄₀ alkylboron group, a C ₆ to C ₆₀ group Aryl boron group, C ₆ ~ C ₆₀ aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group, C ₁ ~ C ₄₀ Alkylcarbonyl group, C ₆ ~ C ₆₀ Aryl carbonyl group and C _When unsubstituted or substituted with one or more substituents selected from the group consisting of ₆ to C ₆₀ arylsilyl groups, they are the same as or different from each other. The method of claim 4, wherein
Any one of R ₁ and R ₂ is a substituent represented by the following formula 4 or 5, an organic electroluminescent device:
[Formula 4]

[Formula 5]

In Chemical Formulas 4 and 5,
* Means the part where the bond is made;
p is an integer from 0 to 7;
q is an integer from 0 to 11;
X ₂ is selected from the group consisting of O, S, Se, N (R ₁₃ ), C (R ₁₄ ) (R ₁₅ ) and Si (R ₁₆ ) (R ₁₇ ),
R ₁₁ and R ₁₂ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ ~ C ₆₀ aryl boron group, C ₆ ~ C ₆₀ arylphosphanyl group, C ₆ ~ C ₆₀ mono or diaryl phosphinyl group and C ₆ ~ C ₆₀ An arylamine group, wherein R ₁₁ and R ₁₂ are a plurality of each when they are Same or different from each other;
R ₁₃ to R ₁₇ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo It is selected from the group consisting of a silyl group, a C ₆ ~ C ₆₀ arylcarbonyl group and a C ₆ ~ C ₆₀ arylamine group,
The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group, alkyl boron group, aryl of the above R ₁₁ to R ₁₇ Boron group, arylphosphanyl group, mono or diarylphosphinyl group and arylsilyl group are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C Alkynyl group of ₂ to C ₄₀ , aryl group of C ₆ to C ₆₀ , heteroaryl group of 5 to 60 nuclear atoms, aryloxy group of C ₆ to C ₆₀ , alkyloxy group of C ₁ to C ₄₀ , C ₆ ~ C ₆₀ arylamine group, C ₃ ~ C ₄₀ cycloalkyl group, a number of nuclear atoms of 3 to 40 heterocycloalkyl group, C ₁ ~ alkyl silyl group of C _40, C ₁ ~ C ₄₀ group of an alkyl boron, C ₆ Aryl boron group of ~ C ₆₀ , C ₆ ~ C ₆₀ aryl phosphanyl group, C ₆ ~ C ₆₀ mono or diaryl phosphinyl group and C ₆ ~ C ₆₀ arylsilyl group selected from the group When substituted or unsubstituted with one or more substituents, and substituted with a plurality of substituents, they are the same or different from each other. The method of claim 4, wherein
Wherein Ar ₁ and Ar ₂ are each independently a compound including a structure represented by Chemical Formula 6 below:
[Formula 6]

In Chemical Formula 6,
* Means the part where the bond is made;
L ₁ and L ₂ are each independently selected from the group consisting of a direct bond, an arylene group having ₆ to ₁₈ carbon atoms and a heteroarylene group having 5 to 18 nuclear atoms;
R ₁₈ is hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ -C ₄₀ alkyl group, C ₂ -C ₄₀ alkenyl group, C ₂ -C ₄₀ alkynyl group, C ₃ -C ₄₀ cycloalkyl group, 3 to 40 heterocycloalkyl groups, C ₆ to C ₆₀ aryl groups, 5 to 60 heteroaryl groups, C ₁ to C ₄₀ alkyloxy groups, C ₆ to C ₆₀ aryloxy groups , C ₃ ~ C ₄₀ Alkylsilyl group, C ₆ ~ C ₆₀ Arylsilyl group, C ₁ ~ C ₄₀ Alkyl boron group, C ₆ ~ C ₆₀ Aryl boron group, C ₆ ~ C ₆₀ Aryl phospha A silyl group, a C ₆ -C ₆₀ mono or diarylphosphinyl group, and a C ₆ -C ₆₀ arylamine group;
The arylene group and heteroarylene group of L ₁ and L ₂ , the alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, aryl of R ₁₈ An amine group, an alkylsilyl group, an alkyl boron group, an aryl boron group, an arylphosphanyl group, a mono or diarylphosphinyl group, and an arylsilyl group are each independently deuterium, halogen, cyano group, nitro group, C ₁ to C ₄₀ An alkyl group, a C ₂ to C ₄₀ alkenyl group, a C ₂ to C ₄₀ alkynyl group, a C ₆ to C ₆₀ aryl group, a nuclear atom having 5 to 60 heteroaryl groups, a C ₆ to C ₆₀ aryloxy group, C ₁ ~ C ₄₀ alkyloxy group, C ₆ ~ C ₆₀ arylamine group, C ₃ ~ C ₄₀ cycloalkyl group, 3 to 40 heterocycloalkyl group, C ₁ ~ C ₄₀ alkylsilyl group, C ₁ ~ C ₄₀ Alkyl boron group, C ₆ ~ C ₆₀ Aryl boron group, C ₆ ~ C ₆₀ Aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group and C ₆ ~ C _{6 When} substituted or unsubstituted with one or more substituents selected from the group consisting of _zero arylsilyl groups, and substituted with a plurality of substituents, they are the same as or different from each other. The method of claim 6,
L ₁ and L ₂ are each independently a direct bond or a linker selected from the group consisting of Formulas C-1 to C-4, an organic electroluminescent device:

In Chemical Formulas C-1 to C-4,
* Means the part where the coupling is made. The method of claim 6,
R ₁₈ is selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl group,
The alkyl group, aryl group and heteroaryl group of R ₁₈ are each independently one or more substituents selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl groups When substituted or unsubstituted with a plurality of substituents, they are the same or different from each other, the organic electroluminescent device. The method of claim 6,
R ₁₈ is an organic electroluminescent device which is a substituent represented by any one of the following Chemical Formulas 7 to 9:
[Formula 7]

[Formula 8]

[Formula 9]

In Chemical Formulas 7 to 9,
* Means the part where the bond is made;
r is an integer from 0 to 7;
s is an integer from 0 to 8;
V ₁ to V ₅ are each independently N or C (R ₂₇ );
X ₃ is selected from the group consisting of O, S, Se, N (R ₂₈ ), C (R ₂₉ ) (R ₃₀ ) and Si (R ₃₁ ) (R ₃₂ ),
X ₄ is selected from the group consisting of N, C (R ₃₃ ) and Si (R ₃₄ ),
R ₁₉ and R ₂₀ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo group, is selected from the group consisting of an aryl amine of the C ₆ ~ C ₆₀ aryl carbonyl group and a C ₆ ~ C ₆₀ of the R ₁₉ and R ₂₀ are 2 R ₁₉ and R ₂₀ which are adjacent if multiple individuals are bonded to each other 5 to 50 aromatic rings, nuclear atoms 5 to 50 non-aromatic condensed polycyclic rings, 5 to 50 aromatic heterocyclic rings, or 5 to 50 non-aromatic condensed heteropolycyclic rings,
R ₂₇ to R ₃₄ are each independently hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₃ ~ C ₄₀ cycloalkyl group, C 3 -C 40 heterocycloalkyl group, C ₆ -C ₆₀ aryl group, C _5-60 heteroaryl group, C ₁ -C ₄₀ alkyloxy group, C _6- C ₆₀ aryloxy group, C ₃ ~ C ₄₀ alkylsilyl group, C ₆ ~ C ₆₀ arylsilyl group, C ₁ ~ C ₄₀ alkylsulfonyl group, C ₆ ~ C ₆₀ arylsulfonyl group, C ₁ ~ C ₄₀ alkyl boron group, C ₆ to C ₆₀ aryl boron group, C ₆ to C ₆₀ arylphosphanyl group, C ₆ to C ₆₀ mono or diarylphosphinyl group, C ₁ to C ₄₀ alkyl carbo A silyl group, a C ₆ -C ₆₀ arylcarbonyl group and a C ₆ -C ₆₀ arylamine group;
The alkyl group, alkenyl group, alkynyl group, aryl group, heteroaryl group, aryloxy group, alkyloxy group, cycloalkyl group, heterocycloalkyl group, arylamine group, alkylsilyl group of R ₁₉ , R ₂₀ and R ₂₇ to R ₃₄ , Alkylsulfonyl group, arylsulfonyl group, alkyl boron group, aryl boron group, arylphosphanyl group, mono or diaryl phosphinyl group, alkylcarbonyl group, arylcarbonyl group and arylsilyl group, and two Ar ₂ adjacent to each other The aromatic ring, non-aromatic condensed polycyclic, aromatic heterocyclic and non-aromatic condensed heteropolycyclic formed by bonding are each independently deuterium, halogen, cyano group, nitro group, C ₁ ~ C ₄₀ alkyl group, C ₂ ~ C ₄₀ Alkenyl group, C ₂ ~ C ₄₀ alkynyl group, C ₆ ~ C ₆₀ aryl group, 5 to 60 heteroaryl group, C ₆ ~ C ₆₀ aryloxy group, C ₁ ~ C ₄₀ Alkyl oxy group, C ₆ ~ C ₆₀ aryl amine group, C ₃ ~ C ₄₀ cycloalkyl group, a 3 to 40 nuclear atoms H. Rossi claw alkyl group, C ₁ ~ C ₄₀ alkylsilyl group, C ₁ ~ C ₄₀ alkyl sulfonyl group, C ₆ ~ C ₆₀ aryl sulfonyl group, C ₁ ~ C ₄₀ group of an alkyl boron, C ₆ ~ C ₆₀ of Aryl boron group, C ₆ ~ C ₆₀ aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group, C ₁ ~ C ₄₀ Alkylcarbonyl group, C ₆ ~ C ₆₀ Aryl carbonyl group and C _When unsubstituted or substituted with one or more substituents selected from the group consisting of ₆ to C ₆₀ arylsilyl groups, they are the same as or different from each other. The method of claim 9,
Substituents represented by the formula 7 to 9 is an organic electroluminescent device which is a substituent represented by any one of the following formula 10 to 13:
[Formula 10]

[Formula 11]

[Formula 12]

[Formula 13]

In Chemical Formulas 10 to 13,
* Means the part where the bond is made;
t is an integer from 0 to 11;
o and i are integers from 0 to 8;
u and j are integers from 0 to 7;
k is an integer from 0 to 4;
k 'is an integer from 0 to 6;
X ₅ and X ₇ are each independently selected from the group consisting of O, S, Se, N (R ₂₈ ), C (R ₂₉ ) (R ₃₀ ) and Si (R ₃₁ ) (R ₃₂ ),
X ₆ is selected from the group consisting of N, C (R ₃₃ ) and Si (R ₃₄ ),
R ₂₁ to R ₂₆ and R ₂₄ ′ each independently represent hydrogen, deuterium, halogen, cyano group, nitro group, C ₁ -C ₄₀ alkyl group, C ₂ -C ₄₀ alkenyl group, and C ₂ -C ₄₀ alkynyl group , C ₃ ~ C ₄₀ cycloalkyl group, 3 to 40 heterocycloalkyl group, C ₆ ~ C ₆₀ aryl group, 5 to 60 heteroaryl group, C ₁ ~ C ₄₀ alkyloxy group , C ₆ -C ₆₀ aryloxy group, C ₃ -C ₄₀ alkylsilyl group, C ₆ -C ₆₀ arylsilyl group, C ₁ -C ₄₀ alkylsulfonyl group, C ₆ -C ₆₀ arylsulfonyl group , C ₁ ~ C ₄₀ Alkyl boron group, C ₆ ~ C ₆₀ Aryl boron group, C ₆ ~ C ₆₀ Aryl phosphanyl group, C ₆ ~ C ₆₀ Mono or diaryl phosphinyl group, C ₁ ~ C ₄₀ alkylcarbonyl group, C ₆ ~ C ₆₀ arylcarbonyl group and C ₆ ~ C ₆₀ arylamine group, and when there are a plurality of R ₂₁ to R ₂₆ and R ₂₄ 'they are the same or different from each other and;
R ₂₈ to R ₃₄ are as defined in claim 9. The method of claim 5,
The first host is a compound represented by Formula 1;
R ₁ is an organic electroluminescent device which is a substituent represented by Formula 4:
[Formula 1]

[Formula 4]

* Means the part where the bond is made;
m and n are each independently an integer from 1 to 4;
p is an integer from 0 to 7;
X ₁ is N (R ₃ );
X ₂ is N (R ₁₃ );
R ₃ and R ₁₃ are each independently selected from the group consisting of an alkyl group having ₁ to ₄₀ carbon atoms, an aryl group having ₆ to ₆₀ carbon atoms and a heteroaryl group having 5 to 60 nuclear atoms;
The alkyl group, aryl group and heteroaryl group of R ₃ and R ₁₃ are each independently selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl group of nuclear atoms When substituted or unsubstituted with at least one substituent, and substituted with a plurality of substituents, they are the same as or different from each other. The method of claim 4, wherein
An organic electroluminescent device, wherein X ₁ is S. The method of claim 4, wherein
At least one of Z _5, Z ₇ and Z ₉ is N, the organic electroluminescent device. The method of claim 4, wherein
Z _5, Z ₇ and Z ₉ are N, wherein the organic electroluminescent device. The method of claim 9,
The second host is a compound represented by the following formula (3);
R ₁₈ is an organic electroluminescent device, which is a substituent represented by formula (9):
[Formula 3]

[Formula 9]

* Means the part where the bond is made;
s is an integer from 0 to 8;
Z _5, Z ₇ , Z ₉ and X ₄ are N;
Z _6, Z ₈ and Z ₁₀ are each independently C (Ar ₂ );
Ar ₂ and R ₂₀ are each independently selected from the group consisting of an alkyl group having ₁ to ₄₀ carbon atoms, an aryl group having ₆ to ₆₀ carbon atoms and a heteroaryl group having 5 to 60 nuclear atoms;
The alkyl group, aryl group and heteroaryl group of Ar ₂ and R ₂₀ are each independently selected from the group consisting of C ₁ ~ C ₄₀ alkyl group, C ₆ ~ C ₆₀ aryl group and 5 to 60 heteroaryl group of nuclear atoms When substituted or unsubstituted with at least one substituent, and substituted with a plurality of substituents, they are the same as or different from each other. The method of claim 1,
The first host is an organic electroluminescent device selected from the group consisting of compounds represented by any one of the following formulas A-1 to A-3:

The method of claim 1,
The second host is an organic electroluminescent device selected from the group consisting of compounds represented by any one of the following formulas B-1 to B-11:

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