KR20140014959A - Novel compound for organic electroluminescent device and organic electroluminescent device comprising the same - Google Patents

Abstract

An organic electroluminescent device compound represented by structural formula 1 below is disclosed. According to the present invention, the organic electroluminescent device which has an outstanding electrical stability and electron- and hole-transporting ability, and improves a light-emitting efficiency of phosphorescent light-emitting materials by having a high-level of triplet state energy; and an organic electroluminescent device comprising the same are provided.

Description

TECHNICAL FIELD [0001] The present invention relates to a compound for a novel organic electroluminescent device and an organic electroluminescent device including the same. BACKGROUND OF THE INVENTION [0002]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a compound for an organic electroluminescent device and an organic electroluminescent device including the same, and more particularly, to a compound for an organic electroluminescent device having high efficiency and low driving voltage and an organic electroluminescent device including the same.

As the move to the information society accelerates, the proportion of flat panel displays is gradually increasing. LCD (Liquid Crystal Display) is the most widely used method, but a method of making a screen by applying a voltage to a liquid crystal and passing light from a backlight through a color filter to obtain a primary color, and Organic Light Emitting Diodes (OLED) As a self-luminous element, it has excellent viewing angle and contrast ratio, is lightweight and thin, can be used for a substrate having a bending property, and is capable of transparent and flexible display, and has attracted attention as a next generation display element.

Organic EL is a phenomenon in which excitons are formed by recombination of electrons and holes injected through a cathode and an anode into an organic thin film, and light of a specific wavelength is generated from the excitons formed. In 1963, Pope et al. Reported that an anthracene single crystal (CW Tang, SA Vanslyke, Applied Physics Letters, Vol. 51, No. 913p, 1987) by Eastman Kodak Co., Ltd. (CW Tang) et al.

Organic materials used in organic electroluminescent devices are classified into polymer and small molecule, and small molecules can be divided into pure organic material and metal complex which forms metal and chelate.

Polymers can combine various functional units into a polymer chain to produce a multifunctional material. However, it is difficult to purify a compound or to form an element, and a low-molecular substance can synthesize a substance having various properties. However, There is a limit to the synthesis.

On the other hand, the organic electroluminescent devices can be formed in a laminated structure. In general, the device structure is formed by forming a hole injecting layer, a hole transporting layer, a light emitting layer, an electron transporting layer, and an electron injecting layer between an anode and a cathode to form a light emitting layer Thereby facilitating the formation of excitons and improving the luminous efficiency.

The luminescent material can be roughly divided into a host material and a luminescent material (dopant) material, and the luminescent material is distinguished by fluorescence and phosphorescence depending on the luminescence mechanism.

The excited state of the electrons in the compound is 1: 3 ratio of singlet to triplet, and triplet state is generated about 3 times more. Thus, the internal quantum efficiency of phosphorescence falling from the triplet state to the base state is 75% while the internal quantum efficiency of the fluorescence falling from the singlet state to the ground state is only 25%. In addition, the theoretical limit of internal quantum efficiency reaches 100% when the interplanar transition from singlet state to triplet state occurs. A light emitting material that improves the light emitting efficiency by using this point is a phosphorescent material.

Organic metal compounds using a transition metal (iridium) have been developed as phosphorescent light emitting materials because organic phosphors are difficult to emit phosphorescence due to the nature of organic materials, and organic materials are used as host materials to assist them. The material that assists the phosphorescent material (host) should have a wide bandgap and a high triplet state energy. Although phosphorescent materials having excellent current efficiency and luminous efficiency are in the spotlight, there is no need to develop a host material having high electron transporting ability, hole transporting ability, thermal and electrical stability and especially high triplet state energy.

The present invention relates to a compound capable of being used in a light emitting layer as a host which is excellent in electrical stability and electron and hole transporting ability and has high triplet state energy and can improve the luminous efficiency of a phosphorescent light emitting material, An electroluminescent device can be provided.

In addition, the present invention can provide an organic light emitting device compound and an organic electroluminescent device including the same that can be used for an electron transporting material and a hole transporting material of an organic electroluminescence device.

According to an aspect of the present invention, a compound for an organic electroluminescence device represented by the following structural formula 1 may be provided.

[Structural formula 1]

In the above formula 1,

R ¹ and R ² may be the same or different from each other, and R ¹ and R ² are each independently a hydrogen atom,

A substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C1 to C30 heteroaryl group, or R ¹ And R < ² > are fused to each other to form a fused C6 to C30 aryl group or a substituted or unsubstituted fused C1 to C30 heteroaryl optionally further substituted with a neighboring carbon atom of a carbon atom to which they are bonded, Group,

Ar ¹ and Ar ² may be the same or different from each other, Ar ¹ and Ar ² are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C1 to C30 heteroaryl group, Or Ar ¹ and Ar ² are bonded to each other and together with the nitrogen atom therebetween form a substituted or unsubstituted C2 to C30 heteroaryl group or a substituted or unsubstituted C3 to C30 cycloalkyl group Can,

Ar ³ to Ar ⁵ may be the same or different from each other, Ar ³ to Ar ⁵ each independently represent a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C1 to C30 heteroaryl group, Lt; / RTI > is a C3 to C30 cycloalkyl group,

R ⁸ to R ³¹ may be the same as or different from each other, R ⁸ to R ³¹ are each independently a hydrogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted A C6 to C30 aryl group, or a substituted or unsubstituted C1 to C30 heteroaryl group, or any one of R ⁸ to R ³¹ is further substituted with a neighboring carbon atom of the carbon atom to which one is bonded or substituted Can form an unsubstituted fused C6 to C30 aryl group or a substituted or unsubstituted fused C2 to C30 hetero aryl group,

Y ¹ to Y ³ may be the same or different from each other, Y ¹ to Y ³ are each independently an oxygen atom or a sulfur atom,

m is 0 or 1,

R ³ to R ⁸ may be the same or different from each other and each of R ³ to R ⁸ independently represents a hydrogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, Or a substituted or unsubstituted C1 to C30 heteroaryl group, or any one of R ³ to R ⁸ may further be substituted with a neighboring carbon atom of a carbon atom to which either of R ³ to R ⁸ is bonded Or an unsubstituted fused C6 to C30 aryl group or a substituted or unsubstituted fused C1 to C30 heteroaryl group.

According to another aspect of the present invention, a compound for an organic electroluminescence device represented by the following structural formula 1 may be provided.

[Structural formula 1]

In the above formula 1,

R ¹ and R ^{2, which} may be the same or different, are each independently selected from the following formulas (U1) to (U58)

m is 0 or 1,

R ³ to R ⁸ may be the same or different from each other and each of R ³ to R ⁸ independently represents a hydrogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, Or a substituted or unsubstituted C1 to C30 heteroaryl group, or any one of R ³ to R ⁸ may further be substituted with a neighboring carbon atom of a carbon atom to which either of R ³ to R ⁸ is bonded Or an unsubstituted fused C6 to C30 aryl group or a substituted or unsubstituted fused C1 to C30 heteroaryl group.

According to another aspect of the present invention, there is provided a compound for an organic electroluminescence device, which is selected from the compounds represented by the following structural formulas 1 to 38, preferably 1 to 22.

According to another aspect of the present invention, there is provided an organic electroluminescent device comprising the compound for an organic electroluminescent device according to the present invention.

According to another aspect of the present invention, there is provided an organic electroluminescent device comprising a first electrode, a second electrode, and a single or a plurality of organic layers between a first electrode and a second electrode, An organic electroluminescent device characterized in that at least two kinds of organic material layers include the compound for an organic electroluminescent device according to the present invention can be provided.

In the present invention, the plurality of organic layers may include a light emitting layer, and the plurality of organic layers may include at least one selected from an electron injecting layer, an electron transporting layer, a hole blocking layer, an electron blocking layer, a hole transporting layer, .

In the present invention, at least one selected from the hole transporting layer and the hole injecting layer may include the compound for an organic electroluminescence device according to the present invention.

In the present invention, the light emitting layer may include a host and a dopant, and the host may include a compound for an organic electroluminescent device according to the present invention.

The present invention relates to a compound capable of being used in a light emitting layer as a host which is excellent in electrical stability and electron and hole transporting ability and has high triplet state energy and can improve the luminous efficiency of a phosphorescent light emitting material, An electroluminescent device can be provided.

In addition, the present invention can provide an organic light emitting device compound and an organic electroluminescent device including the same that can be used for an electron transporting material and a hole transporting material of an organic electroluminescence device.

1 is a cross-sectional view illustrating an organic electroluminescent device according to an embodiment of the present invention.
2 is a cross-sectional view illustrating an organic electroluminescent device according to another embodiment of the present invention.

The invention is capable of various modifications and may have various embodiments, and particular embodiments are exemplified and will be described in detail in the detailed description. It is to be understood, however, that the invention is not to be limited to the specific embodiments, but includes all modifications, equivalents, and alternatives falling within the spirit and scope of the invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described in detail with reference to the accompanying drawings.

Furthermore, terms including an ordinal number such as first, second, etc. to be used below can be used to describe various elements, but the constituent elements are not limited by the terms. The terms are used only for the purpose of distinguishing one component from another. For example, without departing from the scope of the present invention, the first component may be referred to as a second component, and similarly, the second component may also be referred to as a first component.

In addition, when a component is said to be "formed" or "laminated" on another component, it may be directly attached to, or laminated to, the front or one surface on the surface of the other component. It will be understood that other components may exist in the.

Singular expressions include plural expressions unless the context clearly indicates otherwise. In this application, the terms "comprise" or "having" are intended to indicate that there is a feature, number, step, operation, component, part, or combination thereof described in the specification, and one or more other features. It is to be understood that the present invention does not exclude the possibility of the presence or the addition of numbers, steps, operations, components, components, or a combination thereof.

As used herein, unless otherwise defined, "substituent" means that at least one hydrogen in the substituent or compound is substituted with one or more substituents selected from the group consisting of deuterium, a halogen group, a hydroxy group, an amino group, a C1 to C30 amine group, a nitro group, a C1 to C30 silyl group, An alkyl group, a C1 to C30 alkylsilyl group, a C3 to C30 cycloalkyl group, a C1 to C30 heterocycloalkyl group, a C6 to C30 aryl group, a C1 to C30 heteroaryl group, a C1 to C20 alkoxy group, a C1 to C10 trifluoroalkyl group, It means that it has been replaced by anger.

A C1 to C30 alkyl group, a C1 to C30 alkylsilyl group, a C3 to C30 cycloalkyl group, a C6 to C30 aryl group, a C1 to C20 aryl group, a C1 to C30 aryl group, a C1 to C30 aryl group, An alkoxy group, a C1 to C10 trifluoroalkyl group or a cyano group may be fused to form a ring.

As used herein, unless otherwise defined, it is meant that one functional group contains 1 to 4 heteroatoms selected from the group consisting of N, O, S, and P, and the remainder is carbon.

In the present specification, the term "combination thereof" means that two or more substituents are bonded to each other via a linking group or two or more substituents are condensed and bonded.

As used herein, unless otherwise defined, the term "alkyl group" means an aliphatic hydrocarbon group.

The alkyl group may be a "saturated alkyl group" which does not contain any double or triple bonds.

The alkyl group may be an "unsaturated alkyl group" comprising at least one double bond or triple bond.

"Alkynylene group" means a functional group in which at least two carbon atoms are composed of at least one carbon-carbon double bond, and "alkynylene group" means that at least two carbon atoms have at least one carbon- Quot; means a functional group formed by bonding. The alkyl group, whether saturated or unsaturated, can be branched, straight chain or cyclic.

The alkyl group may be a C1 to C30 alkyl group. More specifically, the alkyl group may be a C1 to C20 alkyl group, a C1 to C10 alkyl group or a C1 to C6 alkyl group.

For example, the C1 to C4 alkyl groups may have 1 to 4 carbon atoms in the alkyl chain, i.e., the alkyl chain may be optionally substituted with one or more substituents selected from the group consisting of methyl, ethyl, propyl, iso-propyl, n-butyl, Indicating that they are selected from the group.

Specific examples of the alkyl group include a methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, t-butyl group, pentyl group, hexyl group, ethenyl group, Butyl group, cyclopentyl group, cyclohexyl group, and the like.

The "amine group" includes an arylamine group, an alkylamine group, an arylalkylamine group, or an alkylarylamine group.

"Cycloalkyl group" includes monocyclic or fused-ring polycyclic (i. E., Rings that divide adjacent pairs of carbon atoms) functional groups.

"Heterocycloalkyl group" means that the cycloalkyl group contains 1 to 4 hetero atoms selected from the group consisting of N, O, S and P in the cycloalkyl group, and the remainder is carbon. When the heterocycloalkyl group is a fused ring, it may contain 1 to 4 heteroatoms in each ring.

"An aromatic group" means a functional group in which all elements of a functional group in the form of a ring have a p-orbital, and these p-orbital forms a conjugation. Specific examples thereof include an aryl group and a heteroaryl group.

An "aryl group" includes a monocyclic or fused ring polycyclic (i. E., A ring that divides adjacent pairs of carbon atoms) functional groups.

"Heteroaryl group" means that the aryl group contains 1 to 4 hetero atoms selected from the group consisting of N, O, S and P, and the remainder is carbon. When the heteroaryl group is a fused ring, it may contain 1 to 4 heteroatoms in each ring.

In the aryl group and the heteroaryl group, the number of atoms in the ring is the sum of carbon number and non-carbon atom number.

When used in combination, such as "alkylaryl" or "arylalkyl group ", the terms alkyl and aryl of each of the above have the meanings and contents indicated above.

The term "arylalkyl group " means an aryl substituted alkyl radical, such as benzyl, and is included in the alkyl group.

The term "alkylaryl group " means an alkyl substituted aryl radical and is included in the aryl group.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENT Hereinafter, embodiments of the present invention will be described with reference to the accompanying drawings. Referring to the accompanying drawings, the same or corresponding components are denoted by the same reference numerals, .

Hereinafter, the organic electroluminescent device of the present invention will be described.

Referring to FIGS. 1 and 2, an organic electroluminescent device 1 including the compound for an organic electroluminescent device according to the present invention can be provided according to an embodiment of the present invention.

In addition, according to another embodiment of the present invention, the first electrode 110, the second electrode 150, and a single or a plurality of organic layers 130 are provided between the first electrode 110 and the second electrode 150 In the organic electroluminescent device 1, at least one organic material layer selected from the single or plural organic material layers 130 may include the organic electroluminescent device compound according to the present invention.

The plurality of organic layers 130 may include a light emitting layer 134 and the plurality of organic layers may include an electron injection layer 131, an electron transport layer 132, a hole blocking layer 133, an electron blocking layer 135, The hole transporting layer 136 and the hole injecting layer 137 may be further included.

At least one selected from the electron injecting layer 131, the electron transporting layer 132, the hole blocking layer 133, the electron blocking layer 135, the hole transporting layer 136, And a compound for an electroluminescent device.

Also, at least one selected from the hole transport layer 136 and the hole injection layer 137 may include the compound for an organic electroluminescence device according to the present invention.

The light emitting layer 134 may include a host and a dopant, and the host may include a compound for an organic electroluminescent device according to the present invention.

The organic electroluminescent device is preferably supported by a transparent substrate. The material of the transparent substrate is not particularly limited as long as it has good mechanical strength, thermal stability and transparency. Specific examples thereof include glass, transparent plastic film, and the like.

As the cathode material of the organic electroluminescent device of the present invention, a metal, an alloy, an electroconductive compound or a mixture thereof having a work function of 4 eV or more can be used. Specifically, transparent conductive materials such as Au or CuI, ITO (indium tin oxide), SnO ₂ and ZnO, which are metals, can be mentioned. The thickness of the positive electrode film is preferably 10 to 200 nm.

As the anode material of the organic electroluminescent device of the present invention, a metal, an alloy, an electrically conductive compound or a mixture thereof having a work function of less than 4 eV may be used. Specifically, Na, Na-K alloy, calcium, magnesium, lithium, lithium alloy, indium, aluminum, magnesium alloy and aluminum alloy can be mentioned. In addition, aluminum / AlO ₂ , aluminum / lithium, magnesium / silver or magnesium / indium may be used. The thickness of the negative electrode film is preferably 10 to 200 nm.

In order to increase the luminous efficiency of the organic EL device, at least one electrode preferably has a light transmittance of 10% or more. The sheet resistance of the electrode is preferably several hundreds? / Mm or less. The thickness of the electrode is 10 nm to 1 탆, more preferably 10 to 400 nm. Such an electrode can be manufactured by forming the electrode material into a thin film by a vapor deposition method such as chemical vapor deposition (CVD) or physical vapor deposition (PVD) or a sputtering method.

When the compound for an organic electroluminescence device of the present invention is used for the purpose of the present invention, the known hole transporting material, hole injecting material, light emitting layer material, host material of the light emitting layer, electron transporting material, Or may be used in combination with the organic electroluminescent device compound of the present invention selectively.

N-dicarbazolyl-3,5-benzene (mCP), poly (3,4-ethylenedioxythiophene): polystyrenesulfonate (PEDOT: PSS), N, N'- (NPD), N, N'-diphenyl-N, N'-di (3-methylphenyl) -4,4'- diaminobiphenyl (TPD) N, N'N'-tetra-p-tolyl-4,4'-diaminobiphenyl, N, N'N'N'N'- Porphyrin compound derivatives such as tetraphenyl-4,4'-diaminobiphenyl, copper (II) 1,10,15,20-tetraphenyl-21H, 23H-porphyrin and the like, aromatic tertiary (4-di-p-tolylaminophenyl) cyclohexane, N, N, N-tri (3-methylphenyl) -N-phenylamino] triphenylamine, carbazole derivatives such as N-phenylcarbazole and polyvinylcarbazole, phthalocyanine derivatives such as nonmetal phthalocyanine and copper phthalocyanine, An aminostilbene derivative, a derivative of an aromatic tertiary amine and a styrylamine compound, and polysilane.

The diphenylphosphine oxide-4- (triphenylsilyl) phenyl (TSPO1), Alq 3, 2,5- diaryl silole derivatives (PyPySPyPy), perfluoro rineyi suited compound (PF-6P), Octasubstituted cyclooctatetraene compound (COTs) as an electron transport material .

In the organic electroluminescent device of the present invention, the electron injecting layer, the electron transporting layer, the hole transporting layer, and the hole injecting layer may be formed of a single layer containing at least one kind of the above-mentioned compounds, And the like.

Examples of the light emitting material include a phosphorescent fluorescent material, a fluorescent whitening agent, a laser dye, an organic scintillator, and a reagent for fluorescence analysis. Specifically, a carbazole compound, a phosphine oxide compound, a carbazole-based phosphine oxide compound, bis (3,5-difluoro-4-cyanophenyl) pyridine, iridium picolinate (FCNIrpic), tris (8-hydroxyquinoline) aluminum Alq ₃ ), polyaromatic compounds such as anthracene, phenanthrene, pyrene, chrysene, perylene, coronene, rubrene and quinacridone, oligophenylene compounds such as quaterphenyl, 1,4- Bis (4-methylstyryl) benzene, 1,4-bis (4-methyl- Bis (5-t-butyl-2-benzoxazolyl) thiophene, 1,4-diphenyl-1,3-butadiene, 1,6- Liquid scintillation scintillators such as 3,5-hexatriene and 1,1,4,4-tetraphenyl-1,3-butadiene, metal complexes of oxine derivatives, coumarin dyes, dicyanomethylenepyran dyes, dicyanomethylene Cyopyran pigment, polymethine pigment, oxobenzanthracene There may be mentioned a colorant, a xanthene colorant, a carbostyryl colorant, a perylene colorant, an oxazine compound, a stilbene derivative, a spiro compound, and an oxadiazole compound.

Each layer constituting the organic EL device of the present invention can be formed into a thin film through a known method such as vacuum deposition, spin coating or casting, or can be manufactured using a material used in each layer. The thickness of each of these layers is not particularly limited and may be appropriately selected according to the characteristics of the material, but may be determined usually in the range of 2 nm to 5,000 nm.

The compound for an organic electroluminescence device according to the present invention can be formed by a vacuum deposition method, so that it is advantageous that a thin film forming process is simple and a homogeneous thin film having almost no pinhole can be easily obtained.

[Example]

Hereinafter, the compound for an organic electroluminescent device according to the present invention and the method for manufacturing the organic electroluminescent device including the same will be described in more detail with reference to the following examples. However, this is for the purpose of illustration only and is not intended to limit the scope of the invention.

Example  1: Synthesis of compound 1

(One) Manufacturing example  1-1: Intermediate 1-1 Synthesis

9-bromo-9-phenyl-9H-fluorene (15.13 g, 0.0471 mol / Sigma Aldrich) was dissolved in 500 ml of purified THF solution and then cooled to -78 ° C under nitrogen reflux. To this solution, n-BuLi (3.02 g, 0.047 mol) After the addition, the mixture was stirred for 2 hours. After that, trimethyl borate (8.31 g, 0.08 mol / Sigma Aldrich) was added slowly at a low temperature, and then the temperature was raised, and the mixture was reacted at room temperature for 24 hours with stirring. Hydrochloric acid (10 M) was added (confirmed by litmus paper) and the reaction was terminated after neutralization. The mixture was extracted with dichloromethane and then recrystallized with hexane to obtain 5.39 g of Intermediate 1-1. (Yield: 40%).

(2) Manufacturing example  1-2: Intermediate 1-2 Synthesis

Pd2 (PPh3) 4 (1.1 g, 0.000978 mol) and 400 ml of Toluene were added to Intermediate 1-1 (18.65 g, 0.0652 mol) and 2,4-dibromo-1,3,5-triazine (7.78 g, 0.0326 mol) After stirring, 13.8 g (4 equivalents, 0.130 mol) of Na ₂ CO ₃ was added to the aqueous solution, and the mixture was heated to 80 ° C and reacted for 6 hours. After completion of the reaction, the reaction mixture was extracted with water and MC, followed by washing with MeOH and column purification (n-hexane: methylene chloride) to obtain 14.65 g of intermediate 1-2 (yield: 80%

(3) Manufacturing example  1-3: Synthesis of compound 1

2- (4-bromophenyl) triphenylene (9 g, 0.0235 mol / TCI), catalyst Copper (II) (0.15 g, 0.00235 mol) and sodium hydride (0.6 g, 0.0235 mol ) and 750 ml of n-hexane, and the reaction was carried out at room temperature. After cooling the reaction mixture, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 12.18 g of Compound 1 (yield: 60%

M, 7.85 / D, 7.25 / D, 8.93 / D, 7.88 / M, 7.82 / M (8 MHz) 7.38 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 / M)

       LC / Mass [M + H] < + >: 863.04

Example  2: Synthesis of Compound 2

To the intermediate 1-2 (13.2 g, 0.0235 mol) was added 2- (4-bromophenyl) -1-phenyl-1H-benzo [d] imidazole (8.2 g, 0.0235 mol / Sigma Aldrich) , 0.00235 mol) and sodium hydride (0.6 g, 0.0235 mol) are reacted at room temperature with 700 ml of n-hexane. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 10.92 g of Compound 2 (yield: 56%

(7.56 / D, 7.59 / D) 2H (7.26 / M, 7.58 / M, 7.50 / D, 7.22 / M) 7.28 / M, 7.38 / M, 7.87 / D, 7.33 / M, 7.11 / D, 7.85 / D)

 LC / Mass [M + H] < + >: 828.99

Example  3: Synthesis of Compound 3

To the intermediate 1-2 (13.2 g, 0.0235 mol) was added 3- (4-bromophenyl) dibenzo [b, d] thiophene (7.97 g, 0.0235 mol / hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature. After the reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was conducted to obtain 9.63 g of Compound 3 (yield: 50%

7.85 / D, 7.25 / D, 8.08 / S, 8.05 / D, 8.11 / D, 7.98 / D, 7.50 / M, 7.52 / M, 8.45 / D, 7.26 / M) 4H (7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 /

 LC / Mass [M + H] < + >: 819.01

Example  4: Synthesis of Compound 4

4-bromophenyl) -N-phenyldibenzo [b, d] thiophen-4-amine (10.11 g, 0.0235 mol / cyan (China)) and Catalyst Copper (II ) (0.15 g, 0.00235 mol), sodium hydride (0.6 g, 0.0235 mol) and n-hexane (1000 ml) were added and reacted at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 7.06 g of Compound 4 (Yield: 33%

(7.26 / M, 7.81 / D, 7.98 / D, 7.50 / M, 7.52 / M, 8.45 / D) M, 7.90 / D, 6.69 / D, 6.63 / D, 7.20 / M) 4H (7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D,

 LC / Mass [M + H] < + >: 910.12

Example  5: Synthesis of Compound 5

(3-bromophenyl) dibenzo [b, d] thiophene (7.97 g, 0.0235 mol / Sigma Aldrich) and Catalyst Copper (II) (0.15 g, 0.00235 mol) in Intermediate 1-2 (13.2 g, 0.0235 mol) Sodium hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature for 4 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 11.75 g of Compound 5 (yield: 61%

D, 7.57 / M, 7.48 / D, 7.70 / S, 8.20 / D, 7.58 / M, 8.41 / D, 7.98 / D, 7.50 / M, M, 8.45 / D) 2H (7.26 / M) 4H (7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 /

LC / Mass [M + H] < + >: 819.01

Example  6: Synthesis of Compound 6

(4-bromophenyl) -N-phenyl- (dipyrole) thiophen (9.24 g, 0.0235 mol / in China) and Catalyst Copper (II) (0.15 g, 0.00235 mol) in Intermediate 1-2 (13.2 g, 0.0235 mol) , Sodium hydride (0.6g, 0.0235mol) and n-hexane (1000ml) were added and reacted at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 14.38 g of Compound 6 (yield: 70%

(7.56 / M, 7.79 / D, 7.68 / D, 7.26 / D, 6.19 / D, 7.50 / D, 7.58 / M, 7.45 / M) D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 / M)

 LC / Mass [M + H] < + >: 873.06

Example  7: Synthesis of Compound 7

9-dimethyl-9H-fluoren-2-amine (12.14 g, 0.0235 mol / (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol), and n-hexane (1000ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 16.64 g of Compound 7. (Yield: 71%

(7.26 / M, 7.90 / D, 7.54 / D, 7.52 / D, 7.51 / D, 7.62 / M, 7.41 / M) 4H (6.69 / D, 7.11 / D, 7.33 /

LC / Mass [M + H] < + >: 996.23

Example  8: Synthesis of Compound 8

Dibenzo [b, d] thiophen-4-amine (12.6 g, 0.0235 mol) was added to Intermediate 1-2 (13.2 g, 0.0235 mol) (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (1000ml) were added and reacted at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 12.67 g of Compound 7 (yield: 53%

M, 7.90 / D, 6.69 / D, 6.86 / D, 7.27 / M, 7.81 / D, 8.45 / D, 7.52 / M, 7.50 / M, 7.98 / D) 4H (7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 /

LC / Mass [M + H] < + >: 1016.27

Example  9: Synthesis of Compound 9

To the intermediate 1-2 (13.2 g, 0.0235 mol) was added 2- (4-bromophenyl) -1-phenyl-1H-dibenzo [e, g] indole (10.53 g, 0.0235 mol / g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (1000ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was conducted to obtain 10.91 g of Compound 9 (yield: 50%

M, 7.85 / D, 8.30 / D, 7.50 / D, 7.58 / M, 7.88 / M, 8.93 / D, 7.82 / M, 8.12 / D) 4H (7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 /

LC / Mass [M + H] < + >: 928.11

Example  10: Synthesis of Compound 10

5-pyrrolo [3,2-f] [1,10] phenanthroline (10.58 g, 0.0235 mol / in China) was added to Intermediate 1-2 (13.2 g, 0.0235 mol) Catalyst Copper (II) (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (1000ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was conducted to obtain 9.85 g of Compound 10 (yield: 45%

8H NMR (200MHz, CDCl3):? Ppm, 1H (6.60 / S, 7.45 / M) 2H (7.26 / M, 7.85 / D, 8.30 / D, 7.50 / D, 8.83 / D, 7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 /

LC / Mass [M + H] < + >: 930.09

Example  11: Synthesis of Compound 11

To the intermediate 1-2 (13.2 g, 0.0235 mol) was added 4-bromobiphenyl (D: deuterium) (5.6 g, 0.0235 mol / mol) and n-hexane (1000 ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was conducted to obtain 13.48 g of Compound 11 (yield: 75%).

(7.26 / M, 7.85 / D, 7.25 / D) 4H (7.55 / D, 7.28 / M, 7.38 / M, 7.87 / D, 7.11 / D, 7.33 / M)

 LC / Mass [M + H] < + >: 717.90

Example  12: Synthesis of Compound 12

2- (4-bromophenyl) pyrido [2,3-f] [1,7] phenanthroline (9.07 g, 0.0235 mol / Sigma Aldrich) and Catalyst Copper (II) (13.2 g, 0.0235 mol) 0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 12.22 g of Compound 12 (yield: 55%

8.81 / D, 8.83 / D, 8.83 / D, 7.58 / M) 4H (7.31 / D, 8.10 / D) 2H 7.26 / M, 7.88 / / D, 7.28 / M, 7.38 / M, 7.33 / M, 7.55 / D, 7.87 / D)

LC / Mass [M + H] < + >: 866.01

Example  13: Synthesis of compound 13

Pyridin-3-yl) pyridin-3-amine (7.66 g, 0.0235 mol / Sigma Aldrich) and Catalyst Copper (II) were added to Intermediate 1-2 (13.2 g, 0.0235 mol) (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and 700ml of n-hexane were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was conducted to obtain 18.96 g of Compound 13 (yield: 60%

(7,11 / D, 7.28 / D, 8.09 / D, 8.07 / D, 7.36 / M) M, 7.33 / M, 7.38 / M, 7.55 / D, 7.87 / D)

LC / Mass [M + H] < + >: 805.95

Example  14: Synthesis of compound 14

Bipyridin-5-yl) -N- (4-bromophenyl) -2,3'-bipyridin-5-amine (11.29 g, 0.0235 mol) was added to Intermediate 1-2 (13.2 g, 0.0235 mol) mol / Sigma Aldrich), catalyst Copper (II) (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was carried out to obtain 13.55 g of Compound 14 (yield: 60%

D, 7.69 / D, 7.71 / S, 9.75 / S, 8.76 / D, 7.60 / M, 8.93 / D, 8.05 / D, 7.16 / D) 4H (7.11 / D, 7.28 / M, 7.38 / M, 7.33 / M, 7.55 / D, 7.87 / D)

LC / Mass [M + H] < + >: 960.12

Example  15: Synthesis of compound 15

Bipyridin-3-yl) -4-thiopen (8.01 g, 0.0235 mol / China) and Catalyst Copper (II) (0.15 g, 0.00235 mol) were added to Intermediate 1-2 (13.2 g, 0.0235 mol) , Sodium hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 11.59 g of Compound 15 (yield: 60%

(7.26 / M, 7.85 / D, 7.25 / D) .4H (7.38 / D, 8.43 / D, 9.51 / 7.11 / D, 7.28 / M, 7.38 / M, 7.33 / M, 7.55 / D, 7.87 / D)

LC / Mass [M + H] < + >: 820.99

Example  16: Synthesis of Compound 16

To the intermediate 1-2 (13.2 g, 0.0235 mol) was added N- (4-bromophenyl) dipyrimidine-pyrole (7.66 g, 0.0235 mol / 0.6 g, 0.0235 mol) and 700 ml of n-hexane were added thereto, followed by reaction at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 10.43 g of Compound 16 (yield: 55%

M, 7.38 / M, 7.38 / M, 7.38 / M, 7.78 / D, 7.68 / D, 8.78 / M, 7.55 / D, 7.87 / D)

LC / Mass [M + H] < + >: 805.91

Example  17: Synthesis of Compound 17

To the intermediate 1-2 (13.2 g, 0.0235 mol) was added 2- (4-bromophenyl) -4,6-diphenyl-1,3,5-triazine (9.12 g, 0.0235 mol / g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 11.23 g of Compound 17 (yield: 55%

M, 7.38 / M, 7.55 / D, 7.87 / D, 7.85 / D, 7.28 / M, D, 8.28 / D, 7.51 / M)

LC / Mass [M + H] < + >: 868.02

Example  18: Synthesis of compound 18

4- (4-bromophenyl) -3,5-diphenyl-4H-1,2,4-triazole (8.83 g, 0.0235 mol / acros) and Catalyst Copper (II) were added to Intermediate 1-2 (13.2 g, 0.0235 mol) ) (0.15 g, 0.00235 mol), sodium hydride (0.6 g, 0.0235 mol), and n-hexane (700 ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was conducted to obtain 11.07 g of Compound 18 (Yield: 55%

M, 7.33 / M, 7.55 / M, 7.48 / D, 7.28 / M) D, 7.87 / D, 8.28 / D, 7.51 / M)

LC / Mass [M + H] < + >: 856.01

Example  19: Synthesis of Compound 19

(4-bromobiphenyl-3,5-diyl) bis (1-phenyl-1H-benzo [d] imidazole) (14.5 g, 0.0235 mol / China), catalyst Copper (II) (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and n-hexane (700ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after extraction, column purification (n-Hexane: methylene chloride) was carried out to obtain 14.19 g of Compound 19 (yield: 55%

(7,11 / D, 7.25 / D, 8.56 / D, 7.59 / D, 7.45 / M) 7.38 / M, 7.33 / M, 7.55 / D, 7.87 / D, 7.50 / D, 7.22 / M, 7.58 /

LC / Mass [M + H] < + >: 1097.30

Example  20: Synthesis of Compound 20

To a solution of Intermediate 1-2 (13.2 g, 0.0235 mol) was added 6- (4-bromophenyl) -2,3-diphenylquinoxaline (10.27 g, 0.0235 mol / (0.6 g, 0.0235 mol) and 700 ml of n-hexane were added thereto, followed by reaction at room temperature for 8 hours. The reaction mixture was cooled to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 11 g of Compound 20 (yield: 51%

7H / 7H NMR (200 MHz, CDCl3):? Ppm, 1H (8.30 / S, 7.90 / D, 7.73 / D) 2H (7.26 / M, 7.85 / D, 7.25 / D, 7.41 / 7.38 / M, 7.33 / M, 7.55 / D, 7.87 / D, 7.47 / D, 7.51 / M)

LC / Mass [M + H] < + >: 917.09

Example  21: Synthesis of Compound 21

9- (4-bromophenyl) -9H-indolo [3,2-f] [1,10] phenanthroline (9.97 g, 0.0235 mol / (0.15 g, 0.00235 mol), sodium hydride (0.6 g, 0.0235 mol), and n-hexane (700 ml) were added and reacted at room temperature for 8 hours. After the reaction mixture was cooled to room temperature, water was added in an amount corresponding to the amount of the reaction solvent, and after the extraction, column purification (n-hexane: methylene chloride) was conducted to obtain 11.69 g of Compound 21 (yield: 55%

M, 7.79 / D, 7.68 / D, 7.58 / M, 8.83 / D, 8.38 / D, D) 4H (7.11 / D, 7.28 / M, 7.38 / M, 7.33 / M, 7.55 / D, 7.87 / D)

LC / Mass [M + H] < + >: 904.05

Example  22: Synthesis of Compound 22

5- (4-bromophenyl) -2,3,7-triphenylthieno [3,4-b] pyrazine (12.2g, 0.0235mol / China) and Catalyst Copper (II) were added to Intermediate 1-2 (13.2g, 0.0235mol) (0.15g, 0.00235mol), sodium hydride (0.6g, 0.0235mol) and 700ml of n-hexane were added and reacted at room temperature for 8 hours. After cooling the reaction mixture to room temperature, water was added by the amount of the reaction solvent, and the mixture was extracted and subjected to column purification (n-hexane: methylene chloride) to obtain 10.57 g of Compound 22 (yield: 45%

M, 7.38 / M, 7.55 / D, 7.28 / M, 7.47 / D) 7.87 / D, 7.85 / D, 7.47 / D) 6H (7.51 / M)

LC / Mass [M + H] < + >: 999.22

The abbreviations used in the test examples of the present invention are as follows.

NPB: N, N'-bis (naphthalen-1-yl) -N,

Ir (ppy) ₃ : Iridium, tris (2-phenylpyidine)

Balq: Bis (2-methyl-8-quinolinolato-N1, O8) - (1,1'-Biphenyl-4-olato) aluminum

Alq ₃ : tris (8-quinolinolato) -aluminium (III)

CBP: (4,4-N, N-dicarbazole) biphenyl

Test Example  One

Depositing NPB on the glass substrate coated with ITO to a thickness of 120nm was formed a hole-transport layer, followed by Ir (ppy) ₃ as a dopant by a vapor deposition rate of 0.009 to a compound 1 0.1nm / sec, Ir (ppy ) 3 deposition rate nm / sec. Ir (ppy) ₃ was doped so that the deposition rate ratio was 9% to form a light emitting layer having a thickness of 30 nm on the hole transport layer. Balq was deposited thereon to a thickness of 10 nm to form a hole blocking layer to prevent holes from moving to the electron transporting layer through the light emitting layer, and Alq ₃ was deposited thereon to form an electron transporting layer having a thickness of 40 nm. Lithium fluoride Thereby forming an electron injection layer having a thickness of 1 nm. Aluminum was deposited on the electron injecting layer to form a cathode having a thickness of 120 nm to prepare an organic electroluminescent device.

At this time, the deposition rate of each material was evaporated at a rate of 0.1 nm / sec for the compound 1, NPB, Alq ₃ , and Balq, 0.01 nm / sec for lithium fluoride, and 0.5 nm / sec for aluminum Respectively.

Test Example  2 to 22

The organic electroluminescent devices of Test Examples 2 to 22 were produced in the same manner as in Test Example 1, except that the luminescent material described in Table 1 was used instead of the compound 1.

Comparative test example  One

An organic electroluminescent device was prepared in the same manner as in Example 1, except that (4,4-N, N-dicarbazole) biphenyl (CBP) was used instead of the compound 1.

Table 1 below shows the results of comparing the characteristics of the organic electroluminescent device manufactured according to the test examples and the comparative test examples.

Host substance The driving voltage (V)
(At 1000 cd / m ² ) Luminous efficiency
cd / A Color (CIE (x, y)) Test Example 1 Compound 1 5.1 35 0.29, 0.61 Test Example 2 Compound 2 4.0 30 0.30, 0.62 Test Example 3 Compound 3 5.2 25 0.27, 0.60 Test Example 4 Compound 4 5.4 22 0.31, 0.60 Test Example 5 Compound 5 4.5 39 0.33, 0.63 Test Example 6 Compound 6 5.9 26 0.30, 0.60 Test Example 7 Compound 7 5.2 27 0.29, 0.62 Test Example 8 Compound 8 5.5 31 0.30, 0.59 Test Example 9 Compound 9 5.4 29 0.29, 0.63 Test Example 10 Compound 10 5.5 22 0.29, 0.67 Test Example 11 Compound 11 5.0 34 0.33, 0.62 Test Example 12 Compound 12 4.9 30 0.30, 0.61 Test Example 13 Compound 13 5.2 20 0.31, 0.60 Test Example 14 Compound 14 5.1 27 0.29, 0.64 Test Example 15 Compound 15 4.5 31 0.28, 0.64 Test Example 16 Compound 16 5.2 29 0.33, 0.63 Test Example 17 Compound 17 5.5 35 0.33, 0.62 Test Example 18 Compound 18 4.4 41 0.29, 0.62 Test Example 19 Compound 19 4.8 39 0.31, 0.62 Test Example 20 Compound 20 4.7 44 0.33, 0.62 Test Example 21 Compound 21 5.4 39 0.30, 0.63 Test Example 22 Compound 22 5.8 27 0.31, 0.62 Comparative Test Example 1 CBP 6.5 19 0.33, 0.63

Organic electroluminescent device  Character analysis

The organic light emitting device (substrate size: 25 × 25 mm ² / deposition area: 2 × 2 mm ² ) was fixed on the IVL measurement set (CS-2000 + jig + IVL program), and the current was increased by 1 mA / m ² in the light emission luminance (cd / m ^2), driving voltage (V), current density (a / m ^2), luminous efficiency (cd / a) by measuring the brightness of 1000cd / m ² il table for drive voltage and luminous efficiency when Respectively.

Referring to Table 1, when the compound for an organic electroluminescent device according to the present invention is used as a host material of a light emitting layer of an organic electroluminescent device, the driving voltage is considerably lower than that of the conventional CBP and the luminous efficiency is remarkably excellent have.

Claims (8)

A compound for an organic electroluminescence device represented by Structural Formula (1) below.
[Structural formula 1]

In the above formula 1,
R ¹ and R ² may be the same or different from each other, and R ¹ and R ² are each independently a hydrogen atom,

A substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C1 to C30 heteroaryl group, or R ¹ And R < ² > are fused to each other to form a fused C6 to C30 aryl group or a substituted or unsubstituted fused C1 to C30 heteroaryl optionally further substituted with a neighboring carbon atom of a carbon atom to which they are bonded, Group,
Ar ¹ and Ar ² may be the same or different from each other, Ar ¹ and Ar ² are each independently a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C1 to C30 heteroaryl group, Or Ar ¹ and Ar ² are bonded to each other and together with the nitrogen atom therebetween form a substituted or unsubstituted C2 to C30 heteroaryl group or a substituted or unsubstituted C3 to C30 cycloalkyl group Can,
Ar ³ to Ar ⁵ may be the same or different from each other, Ar ³ to Ar ⁵ each independently represent a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C1 to C30 heteroaryl group, Lt; / RTI > is a C3 to C30 cycloalkyl group,
R ⁸ to R ³¹ may be the same as or different from each other, R ⁸ to R ³¹ are each independently a hydrogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted A C6 to C30 aryl group, or a substituted or unsubstituted C1 to C30 heteroaryl group, or any one of R ⁸ to R ³¹ is further substituted with a neighboring carbon atom of the carbon atom to which one is bonded or substituted Can form an unsubstituted fused C6 to C30 aryl group or a substituted or unsubstituted fused C2 to C30 hetero aryl group,
Y ¹ to Y ³ may be the same or different from each other, Y ¹ to Y ³ are each independently an oxygen atom or a sulfur atom,
m is 0 or 1,
R ³ to R ⁸ may be the same or different from each other and each of R ³ to R ⁸ independently represents a hydrogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, Or a substituted or unsubstituted C1 to C30 heteroaryl group, or any one of R ³ to R ⁸ may further be substituted with a neighboring carbon atom of a carbon atom to which either of R ³ to R ⁸ is bonded Or an unsubstituted fused C6 to C30 aryl group or a substituted or unsubstituted fused C1 to C30 heteroaryl group. A compound for an organic electroluminescence device represented by Structural Formula (1) below.
[Structural formula 1]

In the above formula 1,
R ¹ and R ^{2, which} may be the same or different, are each independently selected from the following formulas (U1) to (U58)
m is 0 or 1,
R ³ to R ⁸ may be the same or different from each other and each of R ³ to R ⁸ independently represents a hydrogen atom, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, Or a substituted or unsubstituted C1 to C30 heteroaryl group, or any one of R ³ to R ⁸ may further be substituted with a neighboring carbon atom of a carbon atom to which either of R ³ to R ⁸ is bonded Or an unsubstituted fused C6 to C30 aryl group or a substituted or unsubstituted fused C1 to C30 heteroaryl group.

A compound for an organic electroluminescence device, wherein the compound is any one selected from compounds represented by the following structural formulas.

An organic electroluminescent device comprising the compound for an organic electroluminescent device according to any one of claims 1 to 3. A first electrode, a second electrode, and a single or a plurality of organic layers between the first electrode and the second electrode, the organic electroluminescent device comprising:
The organic electroluminescent device according to any one of claims 1 to 3, wherein the at least one organic layer selected from the single or plural organic layers comprises the compound for organic electroluminescent devices. 6. The method of claim 5,
Wherein the plurality of organic layers includes a light emitting layer. The method according to claim 6,
Wherein the plurality of organic layers further include at least one selected from the group consisting of an electron injecting layer, an electron transporting layer, a hole blocking layer, an electron blocking layer, a hole transporting layer, and a hole injecting layer. The method according to claim 6,
Wherein the light emitting layer comprises a host and a dopant.

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