Various host materials and organic electroluminescent devices containing the same

Abstract

The present disclosure relates to a plurality of host materials and an organic electroluminescent device comprising the plurality of host materials, wherein the plurality of host materials comprises at least one first host compound represented by Formula 1 and at least one second host compound represented by Formula 2. By including the host materials, an organic electroluminescent device having a low driving voltage and / or high luminous efficiency and / or a long life can be provided.

Description

Technical Field

[0001] The present disclosure relates to a variety of host materials and an organic electroluminescent device comprising the same. Background Art

[0002] Electroluminescent devices (EL devices) are self-luminous display devices that have the advantage of providing wider viewing angles, greater contrast ratios, and faster response times. The first organic EL device was developed by Eastman Kodak in 1987 by using small aromatic diamine molecules and aluminum complexes as materials for forming the light-emitting layer [Appl. Phys. Lett. [Applied Physics Letters] 51, 913, 1987].

[0003] Organic EL device (OLED) converts electric energy into light by applying power to organic electroluminescent material, and generally includes an anode, a cathode and an organic layer formed between the two electrodes. The organic layer of the organic EL device may include a hole injection layer, a hole transport layer, a hole auxiliary layer, a luminescent auxiliary layer, an electron blocking layer, a luminescent layer (containing a host material and a dopant material), an electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, etc. The materials used in the organic layer may be divided into hole injection materials, hole transport materials, hole auxiliary materials, luminescent auxiliary materials, electron blocking materials, luminescent materials, electron buffer materials, hole blocking materials, electron transport materials, electron injection materials, etc. depending on their functions. In such an organic EL device, holes from the anode and electrons from the cathode are injected into the luminescent layer by applying a voltage, and excitons with high energy are generated by the recombination of holes and electrons. The organic light-emitting compound moves to an excited state by energy and emits light by the energy when the organic light-emitting compound returns to the ground state from the excited state.

[0004] The most important factor that determines the luminous efficiency in an organic EL device is the luminescent material. The luminescent material is required to have the following characteristics: high quantum efficiency, high electron and hole mobility, and uniformity and stability of the luminescent material layer formed. The luminescent material is divided into blue, green and red luminescent materials according to the luminescent color, and further includes yellow or orange luminescent materials. In addition, in terms of function, the luminescent material is divided into a host material and a dopant material. Recently, an urgent task is to develop an organic EL device with high efficiency and long life. In particular, considering the EL characteristics required for medium and large OLED panels, it is urgent to develop highly excellent luminescent materials that are superior to conventional materials. For this reason, preferably, as a solvent and energy emitter in a solid state, the preferred characteristics of the host material should have high purity and a suitable molecular weight for deposition under vacuum. In addition, the host material is required to have a high glass transition temperature and a pyrolysis temperature to achieve thermal stability, high electrochemical stability to achieve long life, easy formability of amorphous thin films, good adhesion to adjacent layers, and immobility between layers.

[0005] The luminescent material can be used as a combination of a host and a dopant to improve color purity, luminous efficiency and stability. Generally, a device having excellent EL characteristics has a structure comprising a luminescent layer formed by doping a dopant into a host. When such a dopant / host material system is used as a luminescent material, the host material greatly affects the efficiency and life of the EL device, so their selection is important.

[0006] Korean Patent Publication No. 2018-0012709 A discloses a compound having a condensed structure as a host material, the condensed structure including indolecarbazole and azepine; however, the reference does not specifically disclose a plurality of host materials having a specific combination as disclosed herein. Summary of the invention

[0007] Technical issues

[0008] The objects of the present disclosure are, firstly, to provide a variety of host materials capable of producing organic electroluminescent devices with low driving voltage and / or high luminous efficiency, and / or long lifetime, and secondly, to provide an organic electroluminescent device comprising these host materials.

[0009] Solution to the problem

[0010] As a result of intensive research to solve the above technical problems, the inventors of the present invention found that the above objectives can be achieved by a plurality of host materials comprising at least one first host compound represented by Formula 1 below and at least one second host compound represented by Formula 2 below, so as to complete the present invention.

[0011] HAr-(L1-Ar1) a---(1)

[0012] In formula 1,

[0013] HAr represents a substituted or unsubstituted nitrogen-containing (3- to 10-membered) heteroaryl group;

[0014] L1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group;

[0015] Ar1 represents a substituted or unsubstituted (C6-C30) aryl group;

[0016] a represents an integer from 1 to 3; and

[0017] When a is 2 or greater, each (L1-Ar1) may be the same or different.

[0018]

[0019] In formula 2,

[0020] L2 represents a single bond, a substituted or unsubstituted (C1-C30)alkylene group, a substituted or unsubstituted (C3-C30)cycloalkylene group, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3- to 30-membered)heteroarylene group;

[0021] Ar represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, -NR 16 R 17 , or -SiR 18 R 19 R 20 ; or may be connected with adjacent substituents to form a ring;

[0022] R 16 To R 20 each independently represents a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted (3- to 30-membered)heteroaryl group; and

[0023] It is represented by the following formula 2-1 or 2-2.

[0024]

[0025] In formulas 2-1 and 2-2,

[0026] X1 to X25 Each independently represents N or CR a ;and

[0027] R a Each independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl The present invention may be a substituted or unsubstituted (C1-C30)alkylsilyl group, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl group, a substituted or unsubstituted tri(C6-C30)arylsilyl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group; or may be connected with adjacent substituents to form a ring.

[0028] Beneficial effects of the present invention

[0029] By using various host materials according to the present disclosure, an organic electroluminescent device having a low driving voltage and / or high luminous efficiency and / or a long lifetime may be prepared. DETAILED DESCRIPTION

[0030] Hereinafter, the present disclosure will be described in detail. However, the following description is intended to explain the present invention and is not intended to limit the scope of the present invention in any way.

[0031] The present disclosure relates to a variety of host materials and an organic electroluminescent device including the host materials. The plurality of host materials include at least one first host compound represented by Formula 1 above and at least one second host compound represented by Formula 2 above.

[0032] Herein, "organic electroluminescent material" means a material that can be used in an organic electroluminescent device and can contain at least one compound. If necessary, the organic electroluminescent material can be contained in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, a luminescence auxiliary material, an electron blocking material, a luminescent material (containing a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material, etc.

[0033] Herein, "multiple host materials" means a host material comprising a combination of at least two compounds, which may be included in any light-emitting layer constituting an organic electroluminescent device. It may mean both a material before being included in an organic electroluminescent device (e.g., before vapor deposition) and a material after being included in an organic electroluminescent device (e.g., after vapor deposition). In one embodiment, the multiple host materials of the present disclosure may be a combination of at least two host materials, and optionally, conventional materials contained in organic electroluminescent materials may be additionally included. By methods known in the art, at least two compounds contained in the multiple host materials of the present disclosure may be contained together in one light-emitting layer, or may be contained in separate light-emitting layers. For example, at least two compounds may be mixed and evaporated or co-evaporated, or evaporated separately.

[0034] Herein, "(C1-C30) (sub) alkyl" means a straight or branched alkyl group having 1 to 30 carbon atoms constituting the chain, wherein the number of carbon atoms is preferably 1 to 20, and more preferably 1 to 10. The above alkyl groups may include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, and the like. "(C3-C30) (sub) cycloalkyl" is a monocyclic hydrocarbon or polycyclic hydrocarbon having 3 to 30 ring skeleton carbon atoms, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The above cycloalkyl groups may include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and the like. "(C3-C30) cycloalkenyl" means a monocyclic hydrocarbon or polycyclic hydrocarbon having a ring skeleton of 3 to 30 carbon atoms, which has one or more double bonds, wherein the number of carbon atoms is preferably 3 to 20, and more preferably 3 to 7. The above cycloalkenyl groups may include cyclopropenyl, cyclobutenyl, cyclopentenyl, and the like. "(3-membered to 7-membered) heterocycloalkyl" is a cycloalkyl group having 3 to 7 ring backbone atoms, preferably 5 to 7 ring backbone atoms and at least one heteroatom selected from the group consisting of B, N, O, S, Si and P, preferably the group consisting of O, S and N, and includes tetrahydrofuran, pyrrolidine, tetrahydrothiophene (thiolan), tetrahydropyran, etc. "(C6-C30) (sub)aryl" is a monocyclic or condensed ring group derived from an aromatic hydrocarbon having 6 to 30 ring backbone carbon atoms, wherein the number of ring backbone carbon atoms is preferably 6 to 20, more preferably 6 to 15, which may be partially saturated and may contain a spiro structure. Examples of the aryl group specifically include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenanthryl, triphenylenyl, phenylphenanthryl, anthracenyl, benzanthryl, indenyl, triphenylenyl, pyrenyl, naphthacene, peryl, Benzo The aryl group may be an o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumyl, m-cumyl, p-cumyl, p-tert-butylphenyl, p-(2-phenylpropyl)phenyl, 4′-methylbiphenyl, 4″-tert-butyl-p-terphenyl-4-yl, o-biphenyl, m-biphenyl, p-biphenyl, o-terphenyl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p ... Phenyl-2-yl, m-quaterphenyl, 1-naphthyl, 2-naphthyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9-dimethyl-1-fluorenyl, 9,9-dimethyl-2-fluorenyl, 9,9-dimethyl-3-fluorenyl, 9,9-dimethyl-4-fluorenyl, 9,9-diphenyl-1-fluorenyl, 9,9-diphenyl-2-fluorenyl, 9,9-diphenyl-3-fluorenyl, 9,9-diphenyl-4-fluorenyl, 1-anthryl, 2-anthryl, 9-anthryl, 1-phenanthrenyl, 2-phenanthrenyl, 3-phenanthrenyl, 4-phenanthrenyl, 9-phenanthrenyl, 1- Base, 2- Base, 3- Base, 4- Base, 5- Base, 6- Benzo[c]phenanthrenyl, benzo[g] The term "(3- to 30-membered) hetero(sub)aryl" refers to an aryl group having 3 to 30 ring skeleton atoms, wherein the number of ring skeleton atoms is preferably 5 to 25, including at least one, preferably 1 to 4, heteroatoms selected from the group consisting of B, N, O, S, Si, P and Ge. The above heteroaryl groups can be monocyclic or condensed rings with at least one benzene ring; and can be partially saturated. The above heteroatoms may be connected to at least one substituent selected from the group consisting of hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (5-30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di( ... (C1-C30) alkyl (C6-C30) aryl silyl, substituted or unsubstituted (C1-C30) alkyl di (C6-C30) aryl silyl, substituted or unsubstituted tri (C6-C30) aryl silyl, substituted or unsubstituted mono- or di- (C1-C30) alkylamino, substituted or unsubstituted mono- or di- (C6-C30) arylamino, and substituted or unsubstituted (C1-C30) alkyl (C6-30) arylamino. In addition, the above heteroaryl may be a heteroaryl formed by connecting at least one heteroaryl or aryl to a heteroaryl via one or more single bonds; and may contain a spiro structure. Examples of heteroaryl groups specifically include monocyclic heteroaryl groups, including furanyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, and the like; and condensed ring heteroaryl groups, including benzofuranyl, benzothienyl, isobenzofuranyl, dibenzofuranyl, dibenzothienyl, benzimidazolyl, benzothiazolyl, Benzisothiazolyl, benzisoxazolyl, benzoxazolyl, imidazopyridyl, isoindolyl, indolyl, benzindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenanthridinyl, benzodioxolyl, indolizidinyl, acryl, silylinyl, germanyl and the like. More specifically, the heteroaryl group can be 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidyl, 4-pyrimidyl, 5-pyrimidyl, 6-pyrimidyl, 1,2,3-triazine-4-yl, 1,2,4-triazine-3-yl,1,3,5-triazine-2-yl, 1-imidazolyl, 2-imidazolyl, 1-pyrazolyl, 1-indolizidinyl, 2-indolizidinyl, 3-indolizidinyl, 5-indolizidinyl, 6-indolizidinyl, 7-indolizidinyl, 8-indolizidinyl, 2-imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, oxazolopyridinyl, 7-imidazopyridinyl, 8-imidazopyridinyl, 1-indolyl, 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 6-indolyl, 7-indolyl, 1-isoindolyl, 2-isoindolyl, 3-isoindolyl, 4-isoindolyl, 5-isoindolyl, 6-isoindolyl, 7-isoindolyl, 2-furanyl, 3-furanyl benzofuranyl, 2-benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, 6-benzofuranyl, 7-benzofuranyl, 1-isobenzofuranyl, 3-isobenzofuranyl, 4-isobenzofuranyl, 5-isobenzofuranyl, 6-isobenzofuranyl, 7-isobenzofuranyl, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-quinolyl, quinolyl, 6-quinolyl, 7-quinolyl, 8-quinolyl, 1-isoquinolyl, 3-isoquinolyl, 4-isoquinolyl, 5-isoquinolyl, 6-isoquinolyl, 7-isoquinolyl, 8-isoquinolyl, 2-quinoxalinyl, 5-quinoxalinyl, 6-quinoxalinyl, 1-carbazolyl, 2-carbazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazole -1-yl, azacarbazole-2-yl, azacarbazole-3-yl, azacarbazole-4-yl, azacarbazole-5-yl, azacarbazole-6-yl, azacarbazole-7-yl, azacarbazole-8-yl, azacarbazole-9-yl, 1-phenanthridinyl, 2-phenanthridinyl, 3-phenanthridinyl, 4-phenanthridinyl, 6-phenanthridinyl, 7-phenanthridinyl, 8-phenanthridinyl, 9-phenanthridinyl , 10-phenanthridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-furazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrol-1-yl, 2-methylpyrrol-3-yl, 2-methylpyrrol-4-yl, 2-methyl pyrrol-5-yl, 3-methylpyrrol-1-yl, 3-methylpyrrol-2-yl, 3-methylpyrrol-4-yl, 3-methylpyrrol-5-yl, 2-tert-butylpyrrol-4-yl, 3-(2-phenylpropyl)pyrrol-1-yl, 2-methyl-1-indolyl, 4-methyl-1-indolyl, 2-methyl-3-indolyl, 4-methyl-3-indolyl, 2-tert-butyl-1-indolyl, 4-tert-butyl-1-indolyl, 2-tert-butyl-3-indolyl, 4-tert-butyl-3-indolyl, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl, 4-dibenzothiophenyl, 1-silicon fluorenyl,2-silylation, 3-silylation, 4-silylation, 1-germaniumfluorenyl, 2-germaniumfluorenyl, 3-germaniumfluorenyl, 4-germaniumfluorenyl, etc. Herein, "halogen" includes F, Cl, Br, and I.

[0035] In addition, "ortho (o)", "meta (m)", and "para (p)" are meant to represent the substitution position of all substituents. The ortho position is a compound having substituents adjacent to each other, such as at positions 1 and 2 of benzene. The meta position is the next substitution position to the next substitution position, for example, the compound has substituents at positions 1 and 3 on benzene. The para position is the next substitution position to the meta position, for example, the compound has substituents at positions 1 and 4 on benzene.

[0036] Herein, "a substituted or unsubstituted ring formed by connecting to an adjacent substituent" means a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof formed by connecting or fusing two or more adjacent substituents; preferably, it may be a substituted or unsubstituted (3- to 26-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof. In addition, at least one carbon atom in the formed ring may be substituted by at least one heteroatom selected from the group consisting of: B, N, O, S, Si, and P, preferably N, O, and S. According to one embodiment, the ring formed by connecting to an adjacent substituent may be a (5- to 20-membered) polycyclic aromatic ring, which may contain at least one heteroatom selected from the group consisting of N, O, and S.

[0037] In addition, the expression "substituted or unsubstituted" means that the hydrogen atom in a functional group is replaced by another atom or functional group (i.e., a substituent). 16 To R 20 , and R aIn the formula (C1-C30), substituted (C1-C30) (alkylene), substituted (C6-C30) (arylene), substituted (3- to 30-membered) hetero(arylene), substituted (C3-C30) (cycloalkylene), substituted (C3-C30) cycloalkenyl, substituted (3- to 7-membered) heterocycloalkyl, substituted (C1-C30) alkoxy, substituted tri(C1-C30) alkylsilyl, substituted di(C1-C30) alkyl(C6-C30) arylsilyl, substituted (C1-C30) alkyldi(C6-C30) arylsilyl, substituted tri(C6-C30) arylsilyl, substituted mono- or di-(C1-C30) alkylamino, substituted The substituents of the mono- or di-(C6-C30)arylamino, and substituted (C1-C30)alkyl(C6-C30)arylamino are each independently at least one selected from the group consisting of tritium, halogen, cyano, carboxyl, nitro, hydroxyl, (C1-C30)alkyl, halogenated (C1-C30)alkyl, (C2-C30)alkenyl, (C2-C30)alkynyl, (C1-C30)alkoxy, (C1-C30)alkylthio, (C3-C30)cycloalkyl, (C3-C30)cycloalkenyl, (3- to 7-membered)heterocycloalkyl, (C6-C30)aryloxy, (C6-C30)arylthio, (C6-C30)aryl-substituted or unsubstituted (5- to 30-membered)heteroaryl, (5- to 30-membered)heteroaryl-substituted or unsubstituted (C6-C30)aryl, tri(C1-C30)alkylsilyl, tri(C6-C30)arylsilyl, di(C1-C30)alkyl(C6-C30)arylsilyl, (C1-C30)alkyldi(C6-C30)arylsilyl, amino, mono- or di-(C1-C30)alkylamino, (C1-C30)alkyl-substituted or unsubstituted mono- or di-(C6-C30)arylamino, (C1-C30)alkyl(C6-C30)arylamino, (C1-C30)alkylcarbonyl, (C1-C30)alkoxycarbonyl, (C6-C30)alkyl -C30)arylcarbonyl, di(C6-C30)arylborylcarbonyl, di(C1-C30)alkylborylcarbonyl, (C1-C30)alkyl(C6-C30)arylborylcarbonyl, (C6-C30)aryl(C1-C30)alkyl, and (C1-C30)alkyl(C6-C30)aryl, for example, the substituent may be a substituted or unsubstituted methyl, a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophene, a substituted or unsubstituted diphenylamino, or a substituted or unsubstituted phenylbiphenylamino.

[0038] Hereinafter, a host material according to one embodiment will be described.

[0039] The host material according to the present disclosure includes at least one first host compound represented by Formula 1 above and at least one second host compound represented by Formula 2 above; and according to one embodiment, the host material may be included in a light emitting layer of an organic electroluminescent device.

[0040] According to one embodiment, the first host compound as a host material may be represented by Formula 1 below.

[0041] HAr-(L1-Ar1) a ---(1)

[0042] In formula 1,

[0043] HAr represents a substituted or unsubstituted nitrogen-containing (3- to 10-membered) heteroaryl group;

[0044] L1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group;

[0045] Ar1 represents a substituted or unsubstituted (C6-C30) aryl group;

[0046] a represents an integer from 1 to 3; and

[0047] When a is 2 or greater, each (L1-Ar1) may be the same or different.

[0048] In one embodiment, HAr can be a substituted or unsubstituted nitrogen-containing (5- to 10-membered) heteroaryl group, preferably an unsubstituted nitrogen-containing (6- to 10-membered) heteroaryl group. For example, HAr can be a pyrimidinyl group, a triazine group, a quinolyl group, a quinoxalinyl group, or a quinazolinyl group.

[0049] In one embodiment, L1 can be a single bond, or a substituted or unsubstituted (C6-C25)arylene, preferably a single bond or an unsubstituted (C6-C20)arylene. For example, L1 can be a single bond, naphthyl- or fluorenyl-substituted or unsubstituted phenylene, m-biphenylene, p-biphenylene, naphthylene, phenyl-substituted or unsubstituted fluorenylene, or phenyl-substituted or unsubstituted benzofluorenylene.

[0050] In one embodiment, Ar1 can be a substituted or unsubstituted (C6-C25)aryl, preferably a (C1-C6)alkyl- or (C6-C18)aryl-substituted or unsubstituted (C6-C18)aryl. For example, Ar1 can be a fluorenyl-substituted or unsubstituted phenyl, a meta-biphenyl, a para-biphenyl, a naphthyl, a meta-terphenyl, a para-terphenyl, a triphenylene, a phenanthrenyl, at least one phenyl- or at least one methyl-substituted fluorenyl (e.g., a phenylfluorenyl, a diphenylfluorenyl, or a dimethylfluorenyl), or at least one phenyl- or at least one methyl-substituted benzofluorenyl (e.g., a dimethylbenzofluorenyl or a diphenylbenzofluorenyl).

[0051] In one embodiment, a may be an integer of 2 or 3, wherein each (L1-Ar1) may be the same or different.

[0052] The compound represented by Formula 1 may be represented by the following Formula 1-1 or 1-2.

[0053]

[0054] In formulas 1-1 and 1-2,

[0055] Y1 to Y6 and Z1 to Z4 each independently represent CR4 or N, provided that at least one of Y1 to Y6 represents N, and at least one of Z1 to Z4 represents N;

[0056] R4 each independently represents hydrogen, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, or substituted or unsubstituted (C6-C30) aryl; or may be linked with adjacent substituents to form a ring; and

[0057] L1, Ar1, and a are as defined in Formula 1.

[0058] In one embodiment, in Formula 1-1, at least one of Y1 to Y6 may be N, preferably, at least two of Y1 to Y6 may be N, and more preferably, at least three of Y1 to Y6 may be N. For example, the compound represented by Formula 1-1 may be (L1-Ar1) a -substituted pyrimidine or triazine.

[0059] In one embodiment, in Formula 1-2, at least one of Z1 to Z4 may be N, and preferably, at least two of Z1 to Z4 may be N. For example, the compound represented by Formula 1-2 may be (L1-Ar1) a -substituted quinoline, quinoxaline, or quinazoline.

[0060] In one embodiment, R4 each independently represents hydrogen, substituted or unsubstituted (C1-C20) alkyl, substituted or unsubstituted (C2-C20) alkenyl, or substituted or unsubstituted (C6-C18) aryl; or two adjacent R4 can be connected to each other to form a substituted or unsubstituted (3 to 30 yuan) monocyclic or polycyclic ring, preferably, hydrogen or two adjacent R4 can be connected to each other to form an unsubstituted (3 to 18 yuan) monocyclic or polycyclic ring, more preferably, hydrogen or two adjacent R4 can be connected to each other to form an unsubstituted (3 to 10 yuan) monocyclic ring. For example, R4 each independently represents hydrogen or two adjacent R4 can be fused to each other to form an unsubstituted benzene ring.

[0061] According to one embodiment, the first host compound represented by Formula 1 may be illustrated by the following compounds, but is not limited thereto:

[0062]

[0063]

[0064]

[0065]

[0066]

[0067] The compound of Formula 1 according to the present disclosure can be produced by a synthesis method known to those skilled in the art. For example, the compound represented by Formula 1-1 or 1-2 can be synthesized with reference to the following reaction scheme 1 or 2, but is not limited thereto:

[0068] [Reaction Scheme 1]

[0069]

[0070] [Reaction Scheme 2]

[0071]

[0072] In Reaction Schemes 1 and 2, L1, Ar1 and a are as defined in Formula 1, and Y1 to Y6 and Z1 to Z4 are as defined in Formulas 1-1 and 1-2.

[0073] As described above, exemplary synthesis examples of compounds represented by Formula 1-1 or 1-2 according to one embodiment are described, but they are based on Buchwald-Hartwig cross-coupling reaction, N-arylation reaction, acidified montmorillonite (H-mont) mediated etherification reaction, Miyaura borylation reaction, Suzuki cross-coupling reaction, intramolecular acid-induced cyclization reaction, Pd (II) catalyzed oxidative cyclization reaction, Grignard reaction, Heck reaction, cyclodehydration reaction, SN1 substitution reaction, SN2 substitution reaction, phosphine-mediated reductive cyclization reaction, etc. It will be understood by those skilled in the art that the above reaction will proceed even if other substituents defined in Formula 1-1 or 1-2 other than the substituents described in the specific synthesis example are bonded.

[0074] According to one embodiment, the second host compound as another host material may be represented by Formula 2 below.

[0075]

[0076] In formula 2,

[0077] L2 represents a single bond, a substituted or unsubstituted (C1-C30)alkylene group, a substituted or unsubstituted (C6-C30)arylene group, a substituted or unsubstituted (3- to 30-membered)heteroarylene group, or a substituted or unsubstituted (C3-C30)cycloalkylene group;

[0078] Ar represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, -NR 16 R 17 , or -SiR 18 R 19 R 20 ; or may be connected with adjacent substituents to form a ring;

[0079] R 16 To R 20 each independently represents a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted (3- to 30-membered)heteroaryl group; and

[0080] It is represented by the following formula 2-1 or 2-2.

[0081]

[0082] In formulas 2-1 and 2-2,

[0083] X1 to X 25 Each independently represents N or CR a ;and

[0084] R a Each independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl The present invention may be a substituted or unsubstituted (C1-C30)alkylsilyl group, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl group, a substituted or unsubstituted tri(C6-C30)arylsilyl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group; or may be connected with adjacent substituents to form a ring.

[0085] In one embodiment, L2 can be a single bond, a substituted or unsubstituted (C6-C30) arylene, or a substituted or unsubstituted (3- to 30-membered) heteroaryl, preferably a single bond, a substituted or unsubstituted (C6-C25) arylene, or a substituted or unsubstituted (5- to 25-membered) heteroaryl, more preferably a single bond, a substituted or unsubstituted (C6-C18) arylene, or a substituted or unsubstituted (5- to 18-membered) heteroaryl. For example, L2 can be a single bond, or a substituted or unsubstituted phenylene, a substituted or unsubstituted o-biphenylene, a substituted or unsubstituted m-biphenylene, a substituted or unsubstituted p-biphenylene, a substituted or unsubstituted naphthylene, or a substituted or unsubstituted carbazolylene.

[0086] In one embodiment, Ar can be hydrogen, tritium, substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (3-30)heteroaryl, preferably hydrogen, tritium, substituted or unsubstituted (C6-C25)aryl, or substituted or unsubstituted (5-25)heteroaryl, more preferably substituted or unsubstituted (C6-C18)aryl or substituted or unsubstituted (5-18)heteroaryl.

[0087] Specifically, Ar can be substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted naphthylphenyl, substituted or unsubstituted phenylnaphthyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted dibenzocarbazolyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted benzothiophenyl, substituted or unsubstituted benzonaphthothiophenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted benzonaphthofuranyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted diphenylamino, substituted or unsubstituted benzo Ar can be substituted or unsubstituted phenyl, substituted or unsubstituted naphthylphenylamino, substituted or unsubstituted naphthylbiphenylamino, substituted or unsubstituted dibiphenylamino, substituted or unsubstituted biphenylfluorenylamino, or substituted or unsubstituted biphenyldibenzofuranylamino, for example, Ar can be substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzothienyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted benzofluorenyl, substituted or unsubstituted spirobifluorenyl, substituted or unsubstituted diphenylamino, substituted or unsubstituted phenylbiphenylamino, or substituted or unsubstituted naphthylphenylamino.

[0088] According to one embodiment, in Formula 2, It can be represented by the following formula 2-1.

[0089]

[0090] In formula 2-1,

[0091] X1 to X 12 Each independently represents N or CR a ;and

[0092] R aEach independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl The present invention may be a substituted or unsubstituted (C1-C30)alkylsilyl group, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl group, a substituted or unsubstituted tri(C6-C30)arylsilyl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group; or may be connected with adjacent substituents to form a ring.

[0093] In one embodiment, R a Each of them may be independently hydrogen, tritium, or substituted or unsubstituted (C6-C30) aryl; or may be connected with an adjacent substituent to form a ring, preferably hydrogen, tritium, or substituted or unsubstituted (C6-C25) aryl; or may be connected or fused with an adjacent substituent to form a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof, more preferably hydrogen, tritium, or substituted or unsubstituted (C6-C18) aryl; or may be connected or fused with an adjacent substituent to form a substituted or unsubstituted (5- to 30-membered) monocyclic or polycyclic aromatic ring, or a combination thereof. For example, R a Each may independently be hydrogen or a substituted or unsubstituted phenyl group; or may be condensed with each other to form a substituted or unsubstituted aromatic ring.

[0094] In one embodiment, X1 and X2 can each independently be CR a , where R a They may be fused to each other to form a benzene ring.

[0095] Specifically, according to one embodiment, Formula 2-1 can be expressed by Formula 2-1-1.

[0096]

[0097] In formula 2-1-1,

[0098] R 41 To R 43Each independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl alkylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be connected with adjacent substituents to form a ring;

[0099] ba represents an integer from 1 to 3, bb represents an integer from 1 to 4, and bc represents an integer from 1 to 5; and

[0100] When ba, bb, and bc are 2 or greater, each R 41 , each R 42 or each R 43 Can be the same or different.

[0101] In one embodiment, R 41 To R 43 Each of them may be independently hydrogen, tritium, or substituted or unsubstituted (C6-C30) aryl; or may be connected with an adjacent substituent to form a ring, preferably hydrogen, tritium, or substituted or unsubstituted (C6-C25) aryl; or connected or fused with an adjacent substituent to form a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof, more preferably hydrogen, tritium, or substituted or unsubstituted (C6-C18) aryl; or connected or fused with an adjacent substituent to form a substituted or unsubstituted (5- to 30-membered) monocyclic or polycyclic aromatic ring, or a combination thereof. For example, R 41 To R 43 Each may independently be hydrogen or a substituted or unsubstituted phenyl group; or may be condensed with each other to form a substituted or unsubstituted aromatic ring.

[0102] According to another embodiment, in Formula 2, It can be represented by the following formula 2-2.

[0103]

[0104] In formula 2-2,

[0105] X 13 To X25 Each independently represents N or CR a ;and

[0106] R a Each independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl The present invention may be a substituted or unsubstituted (C1-C30)alkylsilyl group, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl group, a substituted or unsubstituted tri(C6-C30)arylsilyl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group; or may be connected with adjacent substituents to form a ring.

[0107] In one embodiment, R a Each of them may be independently hydrogen, tritium, or substituted or unsubstituted (C6-C30) aryl; or may be connected with an adjacent substituent to form a ring, preferably hydrogen, tritium, or substituted or unsubstituted (C6-C25) aryl; or connected or fused with an adjacent substituent to form a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof, more preferably hydrogen, tritium, or substituted or unsubstituted (C6-C18) aryl; or connected or fused with an adjacent substituent to form a substituted or unsubstituted (5- to 30-membered) monocyclic or polycyclic aromatic ring, or a combination thereof. For example, R a Each may independently be hydrogen or a substituted or unsubstituted phenyl group; or may be condensed with each other to form a substituted or unsubstituted aromatic ring.

[0108] In one embodiment, X 15 and X 16 Can be CR independently a , where R a They may be fused to each other to form a benzene ring.

[0109] In one embodiment, X 17 and X 18 Can be CR independently a , where R a They may be fused to each other to form a benzene ring.

[0110] Specifically, according to one embodiment, Formula 2-2 can be expressed by Formula 2-2-1.

[0111]

[0112] In formula 2-2-1,

[0113] R 31 To R 34 Each independently represents hydrogen, tritium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl alkylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be connected with adjacent substituents to form a ring;

[0114] aa represents an integer from 1 to 3, ab and ac each independently represent an integer from 1 to 4, and ad represents an integer of 1 or 2; and

[0115] When aa, ab, ac, and ad are 2 or greater, each R 31 , each R 32 , each R 33 or each R 34 Can be the same or different.

[0116] In one embodiment, R 31 To R 34 Each of them may be independently hydrogen, tritium, or substituted or unsubstituted (C6-C30) aryl; or may be connected with an adjacent substituent to form a ring, preferably hydrogen, tritium, or substituted or unsubstituted (C6-C25) aryl; or may be connected or fused with an adjacent substituent to form a substituted or unsubstituted (3- to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or a combination thereof, more preferably hydrogen, tritium, or substituted or unsubstituted (C6-C18) aryl; or may be connected or fused with an adjacent substituent to form a substituted or unsubstituted (5- to 30-membered) monocyclic or polycyclic aromatic ring, or a combination thereof. For example, R 41 To R 43 Each independently represents hydrogen or a substituted or unsubstituted phenyl group; or may be condensed with each other to form a substituted or unsubstituted aromatic ring.

[0117] According to one embodiment, the second host compound represented by Formula 2 may be more specifically illustrated by the following compounds, but is not limited thereto:

[0118]

[0119]

[0120]

[0121] According to the compound of formula 2 disclosed in the present invention, specifically, the compound of formula 2-1 can be synthesized by referring to the method disclosed in Korean Patent Application No. 2018-0021961 (February 23, 2018), and the compound of formula 2-2 can be synthesized by referring to the method disclosed in Korean Patent Publication No. 2018-0012709 (February 6, 2018), but is not limited thereto. The compound can be produced by another synthesis method known to those skilled in the art.

[0122] Hereinafter, an organic electroluminescent device to which the above-mentioned various host materials are applied will be described.

[0123] The organic electroluminescent device according to the present disclosure includes a first electrode; a second electrode; and at least one organic layer inserted between the first electrode and the second electrode. The organic layer may include a light-emitting layer, and the light-emitting layer may include a host material, which includes at least one first host compound represented by Formula 1 and at least one second host compound represented by Formula 2.

[0124] According to one embodiment, the first host compound represented by Formula 1 and the second host compound represented by Formula 2 may be included in the same organic layer or may be respectively included in different organic layers.

[0125] The light emitting layer is a layer from which light is emitted, and may be a single layer or a multilayer in which two or more layers are stacked. In the light emitting layer, it is preferred that the doping concentration of the dopant compound based on the host compound may be less than 20 wt%, preferably 17 wt%.

[0126] One of the first electrode and the second electrode may be an anode, and the other may be a cathode. Wherein, the first electrode and the second electrode may each be formed as a transmissive conductive material, a transmissive reflective conductive material, or a reflective conductive material. Depending on the type of material forming the first electrode and the second electrode, the organic electroluminescent device may be a top-emitting type, a bottom-emitting type, or a two-sided emitting type. The organic layer may include a light-emitting layer, and may further include at least one layer selected from the following items: a hole injection layer, a hole transport layer, a hole auxiliary layer, a light-emitting auxiliary layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, an electron blocking layer, and an electron buffer layer.

[0127] The organic layer may further include amine-based compounds and / or azine-based compounds in addition to the luminescent material according to the present disclosure. Specifically, the hole injection layer, the hole transport layer, the hole auxiliary layer, the luminescent layer, the luminescent auxiliary layer, or the electron blocking layer may contain amine-based compounds (e.g., arylamine-based compounds and styrylarylamine-based compounds, etc.) as hole injection materials, hole transport materials, hole auxiliary materials, luminescent materials, luminescent auxiliary materials, or electron blocking materials. In addition, the electron transport layer, the electron injection layer, the electron buffer layer, or the hole blocking layer may contain azine-based compounds as electron transport materials, electron injection materials, electron buffer materials, or hole blocking materials.

[0128] In addition, the organic layer may further contain at least one metal selected from the group consisting of metals of Group 1 of the periodic table, metals of Group 2, transition metals of Period 4, transition metals of Period 5, lanthanoids and organometallics of d-transition elements, or at least one complex compound containing such a metal.

[0129] According to one embodiment, the organic electroluminescent material can be used as a light-emitting material for a white organic light-emitting device. According to the arrangement of R (red), G (green), B (blue), or YG (yellow-green) light-emitting units, the white organic light-emitting device has shown a variety of structures, such as a parallel side-by-side arrangement method, a stacked arrangement method, or a CCM (color conversion material) method. In addition, according to one embodiment, the organic electroluminescent material can also be applied to an organic electroluminescent device containing QD (quantum dots).

[0130] A hole injection layer, a hole transport layer, an electron blocking layer, or a combination thereof can be used between the anode and the light-emitting layer. The hole injection layer can be a multilayer to reduce the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or the electron blocking layer, wherein each layer in the multilayer can use two compounds at the same time. In addition, the hole injection layer can be doped with a p-type dopant. In addition, the electron blocking layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and the excitons can be confined in the light-emitting layer by blocking the electrons from overflowing from the light-emitting layer to prevent light leakage. The hole transport layer or the electron blocking layer can be a multilayer, and each layer can use a variety of compounds.

[0131] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof may be used between the light-emitting layer and the cathode. The electron buffer layer may be a multilayer to control the injection of electrons and improve the interface characteristics between the light-emitting layer and the electron injection layer, wherein each multilayer may use two compounds at the same time. The hole blocking layer or the electron transport layer may also be a multilayer, wherein each layer may use a variety of compounds. In addition, the electron injection layer may be doped with an n-type dopant.

[0132] The luminescence auxiliary layer can be placed between the anode and the light-emitting layer, or between the cathode and the light-emitting layer. When the luminescence auxiliary layer is placed between the anode and the light-emitting layer, it can be used to promote hole injection and / or hole transport, or to prevent electron overflow. When the luminescence auxiliary layer is placed between the cathode and the light-emitting layer, it can be used to promote electron injection and / or electron transport, or to prevent hole overflow. In addition, the hole auxiliary layer can be placed between the hole transport layer (or hole injection layer) and the light-emitting layer, and can effectively promote or limit the hole transport rate (or hole injection rate), so that the charge balance can be controlled. When the organic electroluminescent device includes two or more hole transport layers, the further included hole transport layer can be used as a hole auxiliary layer or an electron blocking layer. The luminescence auxiliary layer, the hole auxiliary layer, or the electron blocking layer can have the effect of improving the efficiency and / or life of the organic electroluminescent device.

[0133] In the organic electroluminescent device of the present disclosure, at least one layer selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter, "surface layer") may be preferably placed on one or more inner surfaces of one or both electrodes. Specifically, a chalcogenide (including oxide) layer of silicon and aluminum is preferably placed on the anode surface of the electroluminescent medium layer, and a metal halide layer or a metal oxide layer is preferably placed on the cathode surface of the electroluminescent medium layer. The operational stability of the organic electroluminescent device can be obtained by the surface layer. Preferably, the chalcogenide comprises SiO X (1≤X≤2), AlO X (1≤X≤1.5), SiON, SiAlON, etc.; metal halides include LiF, MgF2, CaF2, rare earth metal fluorides, etc.; and metal oxides include Cs2O, Li2O, MgO, SrO, BaO, CaO, etc.

[0134] In addition, in the organic electroluminescent device of the present disclosure, a mixed region of an electron transport compound and a reductive dopant, or a mixed region of a hole transport compound and an oxidative dopant can be placed on at least one surface of a pair of electrodes. In this case, the electron transport compound is reduced to anions, and thus it becomes easier to inject and transport electrons from the mixed region to the electroluminescent medium. In addition, the hole transport compound is oxidized to cations, and thus it becomes easier to inject and transport holes from the mixed region to the electroluminescent medium. Preferably, the oxidative dopant includes various Lewis acids and acceptor compounds, and the reductive dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. In addition, the reductive dopant layer can be used as a charge generation layer to prepare an organic electroluminescent device having two or more light-emitting layers and emitting white light.

[0135] According to one embodiment, the organic electroluminescent device may further include at least one dopant in the light emitting layer.

[0136] The dopant contained in the organic electroluminescent material of the present disclosure may be at least one phosphorescent dopant or fluorescent dopant, preferably a phosphorescent dopant. The phosphorescent dopant material applied to the organic electroluminescent device of the present disclosure is not particularly limited, but may preferably be one or more metallized complex compounds of one or more metal atoms selected from iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), more preferably one or more ortho-metallized complex compounds of one or more metal atoms selected from iridium (Ir), osmium (Os), copper (Cu), and platinum (Pt), and even more preferably one or more ortho-metallized iridium complex compounds.

[0137] The dopant included in the organic electroluminescent device may use a compound represented by the following Formula 101, but is not limited thereto:

[0138]

[0139] In formula 101,

[0140] Wherein, L is selected from the following structures 1 or 2:

[0141]

[0142] R 100 To R 103 each independently represents hydrogen, tritium, halogen, halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, cyano, substituted or unsubstituted (3- to 30-membered)heteroaryl, or substituted or unsubstituted (C1-C30)alkoxy; or R 100 To R103 may be attached to one or more adjacent substituents to form a substituted or unsubstituted fused ring, for example, substituted or unsubstituted quinoline, substituted or unsubstituted benzofuranopyridine, substituted or unsubstituted benzothienopyridine, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuranoquinoline, substituted or unsubstituted benzothienoquinoline, or substituted or unsubstituted indenoquinoline;

[0143] R 104 To R 107 each independently represents hydrogen, tritium, halogen, halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (3- to 30-membered)heteroaryl, cyano, or substituted or unsubstituted (C1-C30)alkoxy; or R 104 To R 107 may be linked to one or more adjacent substituents to form a substituted or unsubstituted fused ring, for example, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorene, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzofuran, substituted or unsubstituted indenopyridine, substituted or unsubstituted benzofuranopyridine, or substituted or unsubstituted benzothienopyridine;

[0144] R 111 To R 121 Each independently represents hydrogen, tritium, halogen, halogen-substituted or unsubstituted (C1-C30)alkyl, substituted or unsubstituted (C3-C30)cycloalkyl, or substituted or unsubstituted (C6-C30)aryl; or may be connected to one or more adjacent substituents to form a substituted or unsubstituted condensed ring; and

[0145] s represents an integer of 1 to 3.

[0146] Specific examples of the dopant compound include the following, but are not limited thereto:

[0147]

[0148]

[0149]

[0150]

[0151] In order to form each layer of the organic electroluminescent device of the present disclosure, a dry film-forming method such as vacuum evaporation, sputtering, plasma, ion plating method, etc., or a wet film-forming method such as inkjet printing, nozzle printing, slit coating, spin coating, dip coating, flow coating method, etc. can be used. When a wet film-forming method is used, a thin film can be formed by dissolving or diffusing the material forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, dioxane, etc. The solvent can be any solvent in which the material forming each layer can be dissolved or diffused and there is no problem in film-forming ability.

[0152] When a layer is formed by a dopant and a host compound of the present disclosure, co-evaporation or mixed evaporation may be used.

[0153] Co-deposition is a mixed deposition method in which two or more isomeric materials are placed into a corresponding single crucible source and current is applied to two chambers at the same time to evaporate the materials and perform mixed deposition; and mixed deposition is a mixed deposition method in which two or more isomeric materials are mixed in one crucible source before being deposited and then current is applied to one chamber to evaporate the materials.

[0154] According to one embodiment, the organic electroluminescent device of the present disclosure can be used to manufacture display devices such as smartphones, tablet computers, notebook computers, PCs, TVs, or display devices for vehicles, or lighting devices such as outdoor or indoor lighting.

[0155] Hereinafter, a preparation method of an organic electroluminescent device including various host materials according to the present disclosure and characteristics thereof will be explained in order to understand the present disclosure in detail.

[0156] [Device Examples 1 to 8] Production of OLEDs in which the first host compound and the second compound according to the present disclosure are deposited as hosts

[0157] An OLED device containing the compound of the present disclosure was produced. First, a transparent electrode indium tin oxide (ITO) film (10Ω / sq) on a glass substrate for an OLED device (GEOMATEC CO., LTD., Japan) was subjected to ultrasonic washing with acetone, ethanol, and distilled water in sequence, and then stored in isopropanol. The ITO substrate was then mounted on a substrate holder of a vacuum vapor deposition apparatus. Compound HI-1 was introduced into a chamber of the vacuum vapor deposition apparatus, and then the pressure in the chamber of the apparatus was controlled to 10 -6. Thereafter, a current is applied to the chamber to evaporate the above introduced materials, thereby forming a first hole injection layer with a thickness of 80nm on the ITO substrate. Next, compound HI-2 is introduced into another chamber of a vacuum vapor deposition device, and the compound is evaporated by applying a current to the chamber, thereby forming a second hole injection layer with a thickness of 5nm on the first hole injection layer. Compound HT-1 is then introduced into another chamber of a vacuum vapor deposition device, and the compound is evaporated by applying a current to the chamber, thereby forming a first hole transport layer with a thickness of 10nm on the second hole injection layer. Compound HT-2 is then introduced into another chamber of a vacuum vapor deposition device, and the compound is evaporated by applying a current to the chamber, thereby forming a second hole transport layer with a thickness of 60nm on the first hole transport layer. After forming the hole injection layer and the hole transport layer, a light-emitting layer is formed thereon as follows: the first host compound and the second host compound of the following table 1 are introduced into a chamber of a vacuum vapor deposition device as the host, and compound RD-39 is introduced into another chamber as a dopant. The two host materials were evaporated at different rates and the dopant was deposited at a doping amount of 3 wt% to form a light-emitting layer with a thickness of 40 nm on the hole transport layer. Next, the compounds ET-1 and EI-1 were evaporated at a rate of 1:1 and deposited to form an electron transport layer with a thickness of 35 nm on the light-emitting layer. After the compound EI-1 was deposited as an electron injection layer with a thickness of 2 nm on the electron transport layer, an Al cathode with a thickness of 80 nm was deposited on the electron injection layer by another vacuum vapor deposition device. Thus, an OLED was produced.

[0158] [Comparative Examples 1 and 2] Production of OLEDs containing compounds not according to the present disclosure

[0159] OLEDs were produced in the same manner as in the device examples, except that the compounds of the following Table 1 were respectively used as hosts.

[0160] The results of the driving voltage, luminous efficiency, power efficiency, and the time taken for the brightness to decrease from 100% to 80% (lifetime; T80) at a brightness of 5,000 nits for the organic electroluminescent devices of device examples 1 to 8 and comparative examples 1 and 2 produced as described above are shown in Table 1 below.

[0161] Table 1

[0162]

[0163] Referring to Table 1 above, it is confirmed that the organic electroluminescent device including the specific combination compound according to one embodiment as a host material has improved characteristics in terms of driving voltage and efficiency and / or lifespan compared to a conventional organic electroluminescent device.

[0164] The compounds used in the device examples and comparative examples are shown in Table 2 below.

[0165] Table 2

[0166]

Claims

1. A plurality of host materials comprising at least one first host compound and at least one second host compound, wherein the first host compound is represented by the following formula 1 and the second host compound is represented by the following formula 2: HAr-(L1-Ar1) a ---(1) in, HAr represents a substituted or unsubstituted nitrogen-containing (3- to 10-membered) heteroaryl group; L1 represents a single bond, or a substituted or unsubstituted (C6-C30)arylene group; Ar1 represents a substituted or unsubstituted (C6-C30) aryl group; a represents an integer from 1 to 3; and When a is 2 or greater, each (L1-Ar1) may be the same or different; in, L2 represents a single bond, a substituted or unsubstituted (C1-C30)alkylene group, a substituted or unsubstituted (C3-C30)cycloalkylene group, a substituted or unsubstituted (C6-C30)arylene group, or a substituted or unsubstituted (3- to 30-membered)heteroarylene group; Ar represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C3-C30) cycloalkenyl, substituted or unsubstituted (3- to 7-membered) heterocycloalkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, -NR 16 R 17 , or -SiR 18 R 19 R 20 ; or may be connected with adjacent substituents to form a ring; R 16 To R 20 each independently represents a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, or a substituted or unsubstituted (3- to 30-membered)heteroaryl group; and It is represented by the following formula 2-1; in, X1 to X 12 Each independently represents N or CR a ;and X1 to X8, X 11 To X 12 R a Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl(C6-C30) aryl Silyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; or may be linked to adjacent substituents to form a ring; and X9 to X 10 R a Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl( C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino.

2. The host material according to claim 1, wherein The formula 1 is represented by the following formula 1-1 or 1-2: in, Y1 to Y6 and Z1 to Z4 each independently represent CR4 or N, provided that at least one of Y1 to Y6 represents N, and at least one of Z1 to Z4 represents N; R4 each independently represents hydrogen, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C2-C30) alkenyl, or substituted or unsubstituted (C6-C30) aryl; or may be linked with adjacent substituents to form a ring; L1, Ar1, and a are as defined in claim 1.

3. The host material according to claim 1, wherein Formula 2 is represented by the following formula 2-1-1: in, R 41 To R 43 Each independently represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C30) alkyl, substituted or unsubstituted (C6-C30) aryl, substituted or unsubstituted (3- to 30-membered) heteroaryl, substituted or unsubstituted (C3-C30) cycloalkyl, substituted or unsubstituted (C1-C30) alkoxy, substituted or unsubstituted tri(C1-C30) alkylsilyl, substituted or unsubstituted di(C1-C30) alkyl( C6-C30)arylsilyl, substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, substituted or unsubstituted tri(C6-C30)arylsilyl, substituted or unsubstituted mono- or di-(C1-C30)alkylamino, substituted or unsubstituted mono- or di-(C6-C30)arylamino, or substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino; ba represents an integer from 1 to 3, bb represents an integer from 1 to 4, and bc represents an integer from 1 to 5; and When ba, bb, and bc are 2 or greater, each R 41 , each R 42 or each R 43 Can be the same or different.

4. The host material according to claim 1, wherein Ar represents substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted o-biphenyl, substituted or unsubstituted m-biphenyl, substituted or unsubstituted p-biphenyl, substituted or unsubstituted naphthylphenyl, substituted or unsubstituted phenylnaphthyl, substituted or unsubstituted o-terphenyl, substituted or unsubstituted m-terphenyl, substituted or unsubstituted p-terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzocarbazolyl, substituted or unsubstituted dibenzocarbazolyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted benzothiophene, substituted or unsubstituted The amino group may be a substituted or unsubstituted benzonaphthothienyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzonaphthofuranyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted diphenylamino group, a substituted or unsubstituted phenylbiphenylamino group, a substituted or unsubstituted naphthylphenylamino group, a substituted or unsubstituted naphthylbiphenylamino group, a substituted or unsubstituted dibiphenylamino group, a substituted or unsubstituted biphenylfluorenylamino group, or a substituted or unsubstituted biphenyldibenzofuranylamino group.

5. The host material according to claim 1, wherein The compound represented by Formula 1 is selected from the group consisting of:

6. The host material according to claim 1, wherein The compound represented by Formula 2 is selected from the group consisting of:

7. An organic electroluminescent device, comprising: An anode, a cathode, and at least one light-emitting layer between the anode and the cathode, wherein the at least one light-emitting layer comprises a plurality of host materials according to claim 1.

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