Organic electroluminescent devices

Abstract

We provide organic electroluminescent devices. [Solution] This disclosure relates to an organic electroluminescent device, and by including the compound according to this disclosure, an organic electroluminescent device exhibiting higher luminescence efficiency than conventional organic electroluminescent devices can be provided.

Description

[Technical Field]

[0001] This disclosure relates to an organic electroluminescent device. [Background technology]

[0002] The green-emitting TPD / Alq3 bilayer small molecule organic electroluminescent device (OLED), consisting of a light-emitting layer and a charge transport layer, was first developed in 1987 by Tang et al. at Eastman Kodak. Since then, research on organic electroluminescent devices has progressed rapidly, and OLEDs have been commercialized.

[0003] The most important factor determining luminous efficiency in OLEDs is the luminescent material. Liminescent materials can be functionally classified into host materials and dopant materials. Liminescent materials can be used in combinations of host and dopant to improve color purity, luminous efficiency, and stability. Generally, devices with excellent electroluminescent (EL) properties have a structure that includes a luminescent layer formed by doping a host with a dopant. When using such a dopant / host material system as the luminescent material, the selection of the host material is crucial, as it significantly affects the efficiency and lifespan of the EL device.

[0004] In recent years, the development of highly efficient and long-lasting OLEDs has become an urgent necessity. In particular, considering the EL characteristics required for medium and large-sized OLED panels, the development of light-emitting materials that are significantly superior to conventional light-emitting materials is urgently needed.

[0005] However, while Patent Documents 1, 2, and 3 disclose organic electroluminescent devices containing indolocarbazole derivatives as hosts, these documents do not specifically disclose any particular combinations of host and dopant materials as described in this disclosure. Furthermore, there is still a need for the development of luminescent materials with improved performance, such as improved luminescence efficiency, compared to conventional combinations of compounds disclosed in the aforementioned documents. [Prior art documents] [Patent Documents]

[0006] [Patent Document 1] U.S. Patent Application Publication No. 2017 / 0271598A1 [Patent Document 2] Korean Patent Application Publication No. 2023-0115267 Specification [Patent Document 3] Korean Patent Application Publication No. 2022-151566 Specification [Patent Document 4] Korean Patent Application Publication No. 2015-0124902 Specification [Patent Document 5] Korean Patent Application Publication No. 2021-0048735 Specification [Patent Document 6] Korean Patent Application Publication No. 2013-0130236 Specification [Patent Document 7] Korean Patent Application Publication No. 2012-0102374 Specification [Patent Document 8] Korean Patent Application Publication No. 2023-0063852 Specification [Overview of the Initiative] [Problems that the invention aims to solve]

[0007] The objective of the present invention is to provide an organic electroluminescent device that exhibits higher luminescence efficiency compared to conventional organic electroluminescent devices. [Means for solving the problem]

[0008] As a result of intensive research to solve the above technical problems, the inventors have found that the above object can be achieved by an organic electroluminescent device including a first electrode, a second electrode, and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer includes a host and a dopant, the host includes a compound represented by the following formula 1, and the dopant includes a compound containing a boron (B) atom, thereby completing the present invention.

Chemical formula

[0009] In Formula 1, X 15 ~X 18 The adjacent pairs in are represented by the following formula 1-A:

Chemical formula

Chemical formula

[0010] Advantageous effects of the invention The organic electroluminescent device exhibits high luminescence efficiency by including multiple hosts and dopants in the light-emitting layer of the organic electroluminescent device according to this disclosure. [Brief explanation of the drawing]

[0011] [Figure 1] An example of an organic electroluminescent device according to one embodiment of the present disclosure is provided. [Figure 2] The PL spectrum of a dopant according to one embodiment of this disclosure is shown. [Figure 3] The PL spectra of thin films according to Example 1 and Comparative Example 1 of one embodiment of this disclosure are shown. [Figure 4] The PL spectra of thin films according to Examples 2 and 3 and Comparative Example 1 according to one embodiment of this disclosure are shown. [Modes for carrying out the invention]

[0012] The present disclosure will be described in detail below. However, the following description is intended to illustrate the present invention and is not intended to limit the scope of the invention in any way.

[0013] The organic electroluminescent device according to this disclosure includes a first electrode, a second electrode, and a light-emitting layer disposed between the first electrode and the second electrode. The light-emitting layer includes a host and a dopant, the host comprising a compound represented by the following formula 1, and the dopant comprising a compound containing a boron(B) atom.

[0014] In this specification, the terms “compound” or “organic electroluminescent device” mean, as used in this disclosure, a compound that can be used in an organic electroluminescent device, which may be included in any material layer constituting the organic electroluminescent device as appropriate.

[0015] In this specification, the term “organic electroluminescent material” means a material that can be used in an organic electroluminescent device, which may include at least one compound. The organic electroluminescent material may be included in any layer constituting the organic electroluminescent device, as needed. For example, the organic electroluminescent material may be a hole injection material, a hole transport material, a hole auxiliary material, a light emission auxiliary material, an electron blocking material, a light emission material (including host and dopant materials), an electron buffer material, a hole blocking material, an electron transport material, or an electron injection material.

[0016] In this specification, the term “multiple host materials” means that an organic electroluminescent material comprises a combination of at least two host materials. This may mean both materials before (e.g., before deposition) inclusion in the organic electroluminescent device and materials after (e.g., after deposition) inclusion in the organic electroluminescent device. The multiple host materials of this disclosure may be included in any light-emitting layer constituting the organic electroluminescent device. At least two compounds included in the multiple host materials may be included together in one light-emitting layer or each may be included in a separate light-emitting layer. If at least two compounds are included in one light-emitting layer, the at least two compounds may be mixed and evaporated to form a layer, or they may be individually and simultaneously co-evaporated to form a layer.

[0017] In this specification, "(C1~C 30"(C3-C)alkyl" means a linear or branched alkyl having 1 to 30 carbon atoms constituting the chain, where the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10. Examples of the alkyls mentioned above include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, etc. In this specification, "(C3-C)alkyl" means a linear or branched alkyl having 1 to 30 carbon atoms constituting the chain, where the number of carbon atoms is preferably 1 to 20, more preferably 1 to 10. 30 "(C6-C) cycloalkyl" means a monocyclic or polycyclic hydrocarbon having 3 to 30 carbon atoms in its ring skeleton, where the number of carbon atoms is preferably 3 to 20, more preferably 3 to 7. Examples of the above cycloalkyls include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopentylmethyl, and cyclohexylmethyl. In this disclosure, "(3-7 member) heterocycloalkyl" means a cycloalkyl having 3 to 7 ring skeleton atoms, preferably 5 to 7 ring skeleton atoms, and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, and P, preferably from the group consisting of O, S, and N, and includes tetrahydrofuran, pyrrolidine, thiolane, and tetrahydropyran. In this disclosure, "(C6-C) 30"Aryl(len)" refers to a monocyclic or fused ring radical derived from an aromatic hydrocarbon having 6 to 30 carbon atoms in the ring skeleton, where the number of carbon atoms is preferably 6 to 20, more preferably 6 to 15. The above-mentioned aryl can be partially saturated and may contain a spiro structure. Examples of aryl compounds include phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, binaphthyl, phenylnaphthyl, naphthylphenyl, fluorenyl, phenylfluorenyl, dimethylfluorenyl, diphenylfluorenyl, benzofluorenyl, diphenylbenzofluorenyl, dibenzofluorenyl, phenantrenyl, benzophenantrenyl, phenylphenantrenyl, anthracenyl, benzoanthracenyl, indenyl, triphenylenyl, pyrenyl, tetracerenyl, perilenyl, crisenyl, benzocrisenyl, naphthacenyl, fluoranthenyl, benzofluoranthenyl, tolyl, xylyl, mesityl, cumenyl, spiro[fluoren-fluoren]yl, spiro[fluoren-benzofluoren]yl, azlenyl, and tetramethyl-dihydrophenantrenyl. More specifically, aryls include o-tolyl, m-tolyl, p-tolyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, o-cumenyl, m-cumenyl, p-cumenyl, pt-butylphenyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4''-t-butylp-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- Il, p-terphenyl-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-Phenanthryl, 2-Phenanthryl, 3-Phenanthryl, 4-Phenanthryl, 9-Phenanthryl, 1-Crysenyl, 2-Crysenyl, 3-Crysenyl, 4-Crysenyl, 5-Crysenyl, 6-Crysenyl, Benzo[c]Phenanthryl, Benzo[g]Crysenyl, 1-Triphenylenyl, 2-Triphenylenyl, 3-Triphenylenyl, 4-Triphenylenyl, 3-Fluoranthenyl, 4-Fluoranthenyl, 8-Fluoranthenyl, 9-Fluoranthenyl, Benzofluoranthenyl, 11,11-Dimethyl-1-Ben Zo[a]fluorenyl, 11,11-dimethyl-2-benzo[a]fluorenyl, 11,11-dimethyl-3-benzo[a]fluorenyl, 11,11-dimethyl-4-benzo[a]fluorenyl, 11,11-dimethyl-5-benzo[a]fluorenyl, 11,11-dimethyl-6-benzo[a]fluorenyl, 11,11-dimethyl-7-benzo[a]fluorenyl, 11,11-dimethyl-8-benzo[a]fluorenyl, 11,11-dimethyl-9-benzo[a]fluorenyl, 11,11-dimethyl-10-benzo[a]fluorenyl, 1 1,11-dimethyl-1-benzo[b]fluorenyl, 11,11-dimethyl-2-benzo[b]fluorenyl, 11,11-dimethyl-3-benzo[b]fluorenyl, 11,11-dimethyl-4-benzo[b]fluorenyl, 11,11-dimethyl-5-benzo[b]fluorenyl, 11,11-dimethyl-6-benzo[b]fluorenyl, 11,11-dimethyl-7-benzo[b]fluorenyl, 11,11-dimethyl-8-benzo[b]fluorenyl, 11,11-dimethyl-9-benzo[b]fluorenyl, 11,11-dimethyl-10- Benzo[b]fluorenyl, 11,11-dimethyl-1-benzo[c]fluorenyl, 11,11-dimethyl-2-benzo[c]fluorenyl, 11,11-dimethyl-3-benzo[c]fluorenyl, 11,11-dimethyl-4-benzo[c]fluorenyl, 11,11-dimethyl-5-benzo[c]fluorenyl, 11,11-dimethyl-6-benzo[c]fluorenyl, 11,11-dimethyl-7-benzo[c]fluorenyl, 11,11-dimethyl-8-benzo[c]fluorenyl, 11,11-dimethyl-9-benzo[c]fluorenyl,11,11-dimethyl-10-benzo[c]fluorenyl, 11,11-diphenyl-1-benzo[a]fluorenyl, 11,11-diphenyl-2-benzo[a]fluorenyl, 11,11-diphenyl-3-benzo[a]fluorenyl, 11,11-diphenyl-4-benzo[a]fluorenyl, 11,11-diphenyl-5-benzo[a]fluorenyl, 11,11-diphenyl-6-benzo[a]fluorenyl, 11,11-diphenyl-7-benzo[a]fluorenyl, 11,11-diphenyl-8-benzo[a]fluorenyl Olenyl, 11,11-diphenyl-9-benzo[a]fluorenyl, 11,11-diphenyl-10-benzo[a]fluorenyl, 11,11-diphenyl-1-benzo[b]fluorenyl, 11,11-diphenyl-2-benzo[b]fluorenyl, 11,11-diphenyl-3-benzo[b]fluorenyl, 11,11-diphenyl-4-benzo[b]fluorenyl, 11,11-diphenyl-5-benzo[b]fluorenyl, 11,11-diphenyl-6-benzo[b]fluorenyl, 11,11-diphenyl-7-benzo [b]Fluorenyl, 11,11-diphenyl-8-benzo[b]Fluorenyl, 11,11-diphenyl-9-benzo[b]Fluorenyl, 11,11-diphenyl-10-benzo[b]Fluorenyl, 11,11-diphenyl-1-benzo[c]Fluorenyl, 11,11-diphenyl-2-benzo[c]Fluorenyl, 11,11-diphenyl-3-benzo[c]Fluorenyl, 11,11-diphenyl-4-benzo[c]Fluorenyl, 11,11-diphenyl-5-benzo[c]Fluorenyl, 11,11-diphenyl -6-benzo[c]fluorenyl, 11,11-diphenyl-7-benzo[c]fluorenyl, 11,11-diphenyl-8-benzo[c]fluorenyl, 11,11-diphenyl-9-benzo[c]fluorenyl, 11,11-diphenyl-10-benzo[c]fluorenyl, 9,9,10,10-tetramethyl-9,10-dihydro-1-phenantrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-2-phenantrenyl, 9,9,10,10-tetramethyl-9,10-dihydro-3-phenantrenyl,Examples include 9,9,10,10-tetramethyl-9,10-dihydro-4-phenantrenyl. In this disclosure, "(3-30 member) heteroaryl(len)" is an aryl having 3-30 ring skeleton atoms and containing at least one heteroatom selected from the group consisting of B, N, O, S, Si, P, Se, and Ge, wherein the number of ring skeleton atoms is preferably 5-25. The number of heteroatoms in the heteroaryl is preferably 1-4. The heteroaryl described above may be a monocyclic ring or a fused ring fused with at least one benzene ring, and may be partially saturated. The heteroaryl described herein may be formed by linking at least one heteroaryl or aryl group to a heteroaryl group via a single bond. Examples of heteroaryls include, specifically, monocyclic heteroaryls such as furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetradinyl, triazolyl, tetrazolyl, flazanil, pyridyl, pyrazinyl, pyrimidinyl, and pyridadinyl, as well as benzofuranil, benzothiophenyl, isobenzofuranil, dibenzofuranil, dibenzothiophenyl, dibenzoselenophenyl, benzofloquinolinil, benzofloquinazolinil, benzoflonaphtylidinil, benzoflopyrimidinil, naphthoflopyrimidinil, benzothienocinolinil, benzothienocinazolinil, and benzothienonaphtylidinil. Lu, benzothienopyrimidinil, naphthienopyrimidinil, pyrimidoindolyl, benzopyrimidoindolyl, benzoflopyrazinil, naphthoflopyradinil, benzothienopyrazinil, naphthienopyrazinil, pyrazinoindolyl, benzopyrazinoindolyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, imidazopyridinil, isoindolyl, indolyl, benzoindolyl, indazolyl, benzothiadiazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, azacarbazolyl, benzocarbazolyl, dibenzocarbazolyl, phenoxazinyl, phenantridinyl, benzodioxolyl, indolidinyl,Examples of condensed ring heteroaryls include acridinyl, silafluorenyl, germafluorenyl, benzotriazolyl, phenadinyl, imidazopyridinyl, clomenoquinazolinyl, thioclomenoquinazolinyl, dimethylbenzopyrimidinyl, indolocarbazolyl, and indenocarbazolyl. More specifically, heteroaryls include 1-pyrrolyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 6-pyrimidinyl, 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-indolidinyl, 2-indolidinyl, 3-indolidinyl, 5-indolidinyl, 6-indolidinyl, 7-indolidinyl, 8-indolidinyl, 2- Imidazopyridinyl, 3-imidazopyridinyl, 5-imidazopyridinyl, 6-imidazopyridinyl, 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-furyl, 3-furyl, 2-benzofuranyl, 3-benzofuranyl, 4-benzofuranyl, 5-benzofuranyl, L, 6-benzofuranil, 7-benzofuranil, 1-isobenzofuranil, 3-isobenzofuranil, 4-isobenzofuranil, 5-isobenzofuranil, 6-isobenzofuranil, 7-isobenzofuranil, 2-quinolyl, 3-quinolyl, 4-quinolyl, 5-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 Bazolyl, 3-carbazolyl, 4-carbazolyl, 9-carbazolyl, azacarbazol-1-yl, azacarbazol-2-yl, azacarbazol-3-yl, azacarbazol-4-yl, azacarbazol-5-yl, azacarbazol-6-yl, azacarbazol-7-yl, azacarbazol-8-yl, azacarbazol-9-yl, 1-phenantridinyl, 2-phenantridinyl, 3-phenantridinyl, 4-phenantridinyl, 6-phenantridinyl, 7-phenantridinyl, 8-phenantridinyl, 9-phenant Lidinyl, 10-phenantridinyl, 1-acridinyl, 2-acridinyl, 3-acridinyl, 4-acridinyl, 9-acridinyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-oxadiazolyl, 5-oxadiazolyl, 3-flazanyl, 2-thienyl, 3-thienyl, 2-methylpyrrole-1-yl, 2-methylpyrrole-3-yl, 2-methylpyrrole-4-yl, 2-methylpyrrole-5-yl, 3-methylpyrrole-1-yl, 3-methylpyrrole-2-yl, 3-methylpyrrole-4-yl, 3-methylpyrrole- 5-yl, 2-t-butylpyrrole-4-yl, 3-(2-phenylpropyl)pyrrole-1-yl, 2-methyl-1-indolly, 4-methyl-1-indolly, 2-methyl-3-indolly, 4-methyl-3-indolly, 2-t-butyl-1-indolly, 4-t-butyl-1-indolly, 2-t-butyl-3-indolly, 4-t-butyl-3-indolly, 1-dibenzofuranyl, 2-dibenzofuranyl, 3-dibenzofuranyl, 4-dibenzofuranyl, 1-dibenzothiophenyl, 2-dibenzothiophenyl, 3-dibenzothiophenyl,4-Dibenzothiophenyl, 1-Naphtho-[1,2-b]-Benzofuranyl, 2-Naphtho-[1,2-b]-Benzofuranyl, 3-Naphtho-[1,2-b]-Benzofuranyl, 4-Naphtho-[1,2-b]-Benzofuranyl, 5-Naphtho-[1,2-b]-Benzofuranyl, 6-Naphtho-[1,2-b]-Benzofuranyl, 7-Naphtho-[1,2-b]-Benzofuranyl, 8-Naphtho-[1,2-b]-Benzofuranyl, 9-Naphtho-[1,2-b]-Benzofuranyl, 10-Naphtho-[1,2-b]-Benzofuranyl, 1-Naphtho-[2,3-b] -Benzofuranil, 2-naphtho-[2,3-b]-benzofuranil, 3-naphtho-[2,3-b]-benzofuranil, 4-naphtho-[2,3-b]-benzofuranil, 5-naphtho-[2,3-b]-benzofuranil, 6-naphtho-[2,3-b]-benzofuranil, 7-naphtho-[2,3-b]-benzofuranil, 8-naphtho-[2,3-b]-benzofuranil, 9-naphtho-[2,3-b]-benzofuranil, 10-naphtho-[2,3-b]-benzofuranil, 1-naphtho-[2,1-b]-benzofuranil, 2-naphtho-[2,1-b]-benzofuranil Furanyl, 3-naphtho-[2,1-b]-benzofuranyl, 4-naphtho-[2,1-b]-benzofuranyl, 5-naphtho-[2,1-b]-benzofuranyl, 6-naphtho-[2,1-b]-benzofuranyl, 7-naphtho-[2,1-b]-benzofuranyl, 8-naphtho-[2,1-b]-benzofuranyl, 9-naphtho-[2,1-b]-benzofuranyl, 10-naphtho-[2,1-b]-benzofuranyl, 1-naphtho-[1,2-b]-benzothiophenyl, 2-naphtho-[1,2-b]-benzothiophenyl, 3-naphtho-[1,2-b]-benzo Thiophenyl, 4-naphtho-[1,2-b]-benzothiophenyl, 5-naphtho-[1,2-b]-benzothiophenyl, 6-naphtho-[1,2-b]-benzothiophenyl, 7-naphtho-[1,2-b]-benzothiophenyl, 8-naphtho-[1,2-b]-benzothiophenyl, 9-naphtho-[1,2-b]-benzothiophenyl, 10-naphtho-[1,2-b]-benzothiophenyl, 1-naphtho-[2,3-b]-benzothiophenyl, 2-naphtho-[2,3-b]-benzothiophenyl, 3-naphtho-[2,3-b]-benzothiophenyl,4-Naphtho-[2,3-b]-benzothiophenyl, 5-Naphtho-[2,3-b]-benzothiophenyl, 1-Naphtho-[2,1-b]-benzothiophenyl, 2-Naphtho-[2,1-b]-benzothiophenyl, 3-Naphtho-[2,1-b]-benzothiophenyl, 4-Naphtho-[2,1-b]-benzothiophenyl, 5-Naphtho-[2,1-b]-benzothiophenyl, 6-Naphtho-[2,1-b]-benzothiophenyl, 7-Naphtho-[2,1-b]-benzothiophenyl, 8-Naphtho-[2,1-b]-benzothiophenyl, 9-Naphtho-[2,1-b]-benzothiophenyl, 10-Naphtho-[2,1-b]-benzothiophenyl, 2-Benzoflo[3,2-d]pyrimidinyl, 6-Benzoflo[3,2-d]pyrimidinyl, 7-Benzoflo[3,2-d]pyrimidinyl, 8-Benzoflo[3,2-d]pyrimidinyl, 9-Benzoflo[3,2-d]pyrimidinyl, 2-Benzothio[3,2-d]pyrimidinyl, 6-Benzothio[3,2-d] Pyrimidinyl, 7-benzothio[3,2-d]pyrimidinyl, 8-benzothio[3,2-d]pyrimidinyl, 9-benzothio[3,2-d]pyrimidinyl, 2-benzoflo[3,2-d]pyradinyl, 6-benzoflo[3,2-d]pyradinyl, 7-benzoflo[3,2-d]pyradinyl, 8-benzoflo[3,2-d]pyradinyl, 9-benzoflo[3,2-d]pyradinyl, 2-benzothio[3,2-d]pyradinyl, 6-benzothio[3,2-d]pyradinyl, 7- These may include benzothio[3,2-d]pyrazinyl, 8-benzothio[3,2-d]pyrazinyl, 9-benzothio[3,2-d]pyrazinyl, 1-silafluorenyl, 2-silafluorenyl, 3-silafluorenyl, 4-silafluorenyl, 1-germafluorenyl, 2-germafluorenyl, 3-germafluorenyl, 4-germafluorenyl, 1-dibenzoselenophenyl, 2-dibenzoselenophenyl, 3-dibenzoselenophenyl, 4-dibenzoselenophenyl, etc. Furthermore, "heteroaryl(len)" can be classified as heteroaryl(len) having electronic properties (heteroaryl(len) having electron transport properties) or heteroaryl(len) having hole properties (heteroaryl(len) having hole transport properties). Heteroaryl(len) having electronic properties are,A substituent in which electrons are relatively abundant in the parent nucleus is, for example, a substituted or unsubstituted pyridinyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted triazinyl, substituted or unsubstituted quinazolinyl, substituted or unsubstituted quinoxalinyl, substituted or unsubstituted quinolyl, etc. A heteroaryl(len) having hole properties is a substituent in which electrons are relatively deficient in the parent nucleus is, for example, a substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothiophenyl. In this specification, "(C3~C, 30 ) aliphatic ring and (C6~C 30 A "condensed ring with an aromatic ring" means a ring formed by the condensation of at least one aliphatic ring having 3 to 30 carbon atoms in its ring skeleton (in this case, the number of carbon atoms is preferably 3 to 25, more preferably 3 to 18) and at least one aromatic ring having 6 to 30 carbon atoms in its ring skeleton (in this case, the number of carbon atoms is preferably 6 to 25, more preferably 6 to 18). For example, the condensed ring may be a condensed ring of at least one benzene and at least one cyclohexane or a condensed ring of at least one naphthalene and at least one cyclopentane. In this specification, (C3~C 30 ) aliphatic ring and (C6~C 30 The carbon atoms in the fused ring with the aromatic ring may be replaced with at least one heteroatom selected from B, N, O, S, Si, and P, preferably at least one heteroatom selected from N, O, and S. In this disclosure, “halogen” includes F, Cl, Br, and I.

[0018] Furthermore, "ortho-" ("o-"), "meta-" ("m-"), and "para-" ("p-") are intended to indicate the substitution positions of all substituents. The ortho configuration represents, for example, a compound with substituents adjacent to each other at positions 1 and 2 on benzene. The meta configuration represents a compound with substituents at the substitution position immediately following the adjacent substitution position, for example, at positions 1 and 3 on benzene. The para configuration represents a compound with substituents at the substitution position immediately following the meta position, for example, at positions 1 and 4 on benzene.

[0019] In this specification, “a ring formed by linking to adjacent substituents” means a substituted or unsubstituted (3 to 30-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or combination thereof formed by linking or condensing two or more adjacent substituents, preferably a substituted or unsubstituted (3 to 26-membered) monocyclic or polycyclic alicyclic ring, aromatic ring, or combination thereof. Furthermore, the formed ring may contain 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 of this disclosure, the number of ring skeleton atoms is 5 to 20, and according to another embodiment of this disclosure, the number of ring skeleton atoms is 5 to 15. In one embodiment, the condensed ring may be, for example, a substituted or unsubstituted dibenzothiophene ring, a substituted or unsubstituted dibenzofuran ring, a substituted or unsubstituted naphthalene ring, a substituted or unsubstituted phenanthrene ring, a substituted or unsubstituted fluorene ring, a substituted or unsubstituted benzothiophene ring, a substituted or unsubstituted benzofuran ring, a substituted or unsubstituted indole ring, a substituted or unsubstituted indene ring, a substituted or unsubstituted benzene ring, or a substituted or unsubstituted carbazole ring.

[0020] Furthermore, the term "substituted" in the expression "substituted or unsubstituted" means that a hydrogen atom in a functional group is replaced by another atom or another functional group, i.e., a substituent. Unless otherwise specified, a substituent may not be limited to the hydrogen at the position where the substituent can be substituted, and if two or more hydrogen atoms in a functional group are each replaced by substituents, the substituents may be the same or different. This term also includes cases where a hydrogen atom is replaced by a group formed by the linking of two or more substituents. For example, a "group formed by the linking of two or more substituents" could be a pyridine-triazine. That is, a pyridine-triazine may be a heteroaryl or can be interpreted as a single substituent to which two heteroaryls are bonded. Preferably, substituted alkyl, substituted cycloalkyl(ylene), substituted aryl(ylene), substituted heteroaryl(ylene), substituted alkoxy, substituted trialkylsilyl, substituted dialkylarylsilyl, substituted alkyldiarylsilyl, substituted triarylsilyl, substituted aliphatic hydrocarbon group, and substituted condensed rings of aliphatic and aromatic rings can each be independently substituted with at least one selected from the group consisting of: deuterium, halogen, cyano, carboxyl, nitro, hydroxyl, phosphine oxide, (C1-C 30 ) Alkyl, Halo (C1~C 30 ) Alkyl, (C2~C 30 ) Alkenil, (C2~C 30 ) Alkinyl, (C1~C 30 )alkoxy, (C1~C 30 ) alkylthio, (C3~C 30 )Cycloalkyl, (C3~C 30 )Cycloalkenyl, (3-7 member) heterocycloalkyl, (C6-C 30 ) Aryl oxy, (C6~C 30 ) Arylthio, unsubstituted or (C1~C 30 ) alkyl, (C6~C 30 (C6-C) substituted with at least one aryl and (3-30 member) heteroaryl 30 )aryl, unsubstituted or at least one (C6~C 30) Heteroaryl (3-30 member) substituted with aryl, tri(C1-C) 30 ) Alkylsilyl, tri(C6~C 30 ) Arylsilyl, di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, (C3~C 30 ) aliphatic ring and (C6~C 30 ) A condensed ring with an aromatic ring, amino, mono- or di(C1~C 30 ) Alkylamino, mono- or di(C2~C 30 ) Alkenylamino, unsubstituted or (C1~C 30 ) Alkyl-substituted mono- or di(C6~C 30 ) Arylamino, mono- or di(3-30 member) heteroarylamino, (C1-C 30 ) Alkyl (C2~C 30 ) Alkenylamino, (C1~C 30 ) Alkyl (C6~C 30 ) Arylamino, (C1~C 30 )Alkyl (3-30 member) heteroarylamino, (C2-C 30 ) Alkenil (C6~C 30 ) Arylamino, (C2~C 30 ) Alkenyl (3-30 member) heteroarylamino, (C6-C 30 )aryl (3-30 member) heteroarylamino, (C1-C 30 ) Alkylcarbonyl, (C1~C 30 ) Alkoxycarbonyl, (C6~C 30 ) Arylcarbonyl, di(C6~C 30 ) Arylboronyl, di(C1~C 30 ) Alkylboronyl, (C1~C 30 ) Alkyl (C6~C 30 ) Arylboronyl, (C6~C 30 )ar(C1~C 30 ) Alkyl and (C1~C 30 ) Alkyl (C6~C 30 )aryl. For example, substituted alkyls are each independently (C1~C25 ) alkyl, (C3~C 25 )Cycloalkyl, unsubstituted or (C1~C 30 ) alkyl, (C6~C 30 (C6-C) substituted with at least one aryl and (3-30 member) heteroaryl 25 )aryl, unsubstituted or at least one (C6~C 30 )aryl-substituted (3-25 member) heteroaryls and unsubstituted or (C6-C) heteroaryls 30 ) Mono- or di(C6~C) substituted with aryl 25 ) It could be an arylamino.

[0021] Where substituents are not shown in the chemical formulas or compound structures of this disclosure, it may mean that all possible positions as substituents are hydrogen or deuterium. That is, in the case of deuterium, it is an isotope of hydrogen, and some hydrogen atoms may be the isotope deuterium, and the deuterium content may range from 0% to 100%. Where substituents are not shown in the chemical formulas or compound structures of this disclosure, unless deuterium is explicitly excluded, hydrogen and deuterium may be used in a mixture in the compound, for example, when the deuterium content is 0%, the hydrogen content is 100%, and all substituents are hydrogen. Deuterium is an element having a deuteron consisting of one proton and one neutron as its nucleus, is an isotope of hydrogen, can be represented by hydrogen-2, and its element symbol is D or 2 It could be H. Isotopes that have the same atomic number (Z) but different mass numbers (A) can also be interpreted as elements that have the same number of protons but different numbers of neutrons.

[0022] In this specification, “their combinations” means combining one or more components from the corresponding list to form known or chemically stable forms that can be conceived by those skilled in the art from the corresponding list. For example, alkyl and deuterium can be combined to form partially or completely deuterated alkyl groups, halogens and alkyls can be combined to form alkyl halide substituents, and halogens, alkyls, and aryls can be combined to form arylalkyl halides. For example, preferred combinations of substituents may include up to 50 atoms excluding hydrogen and deuterium, or up to 40 atoms excluding hydrogen and deuterium, or up to 30 atoms excluding hydrogen and deuterium, or often preferred combinations of substituents may include up to 20 atoms excluding hydrogen and deuterium.

[0023] In the formulas of this disclosure, if multiple substituents are represented by the same symbol, each of these substituents represented by the same symbol may be the same as or different from one another.

[0024] The following describes in detail an organic electroluminescent compound according to one embodiment.

[0025] An organic electroluminescent device according to one embodiment of the present disclosure includes a first electrode, a second electrode, and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer includes a host and a dopant, the host includes a compound represented by the following formula 1, and the dopant includes a compound containing a boron(B) atom. [ka]

[0026] In Equation 1, X 15 ~X 18 Adjacent pairs in this case are given by the following equation 1-A: [ka] in [Chemical formula] is linked to X 11 ~X 14 X that is not linked to form a ring 15 ~X 18 and X 19 ~X 22 each independently represents hydrogen, deuterium, substituted or unsubstituted (C6 - C 30 ) alkyl, substituted or unsubstituted (C6 - C 30 ) cycloalkyl, substituted or unsubstituted (C6 - C 30 ) aryl, substituted or unsubstituted (3 - 30 member) heteroaryl or a combination thereof, L 11 and L 12 each independently represents a single bond or substituted or unsubstituted (C6 - C 30 ) arylene, and Ar 11 and Ar 12 each independently represents substituted or unsubstituted (C6 - C 30 ) aryl, substituted or unsubstituted (3 - 30 member) heteroaryl having hole - transporting properties or a combination thereof.

[0027] The compound represented by Formula 1 according to one embodiment may be represented by any one of Formulas 1 - 1 to 1 - 6 below. [Chemical formula]

[0028] In Formulas 1 - 1 to 1 - 6, Ar 11 , Ar 12 , L 11 , L 12 and X 11 ~X 22 are as defined in Formula 1.

[0029] In one embodiment, L 11 and L 12Each of these can be independently single-bonded, substituted, or unsubstituted (C6~C 30 ) Arylene, preferably single bond or substituted or unsubstituted (C6~C 25 ) Arylene, more preferably single bond or substituted or unsubstituted (C6~C 18 ) It could be allirene. For example, L 11 and L 12 Each of these can independently be a single-bonded, unsubstituted, or phenyl-substituted phenylene, a substituted or unsubstituted naphthylene, or a substituted or unsubstituted biphenylene.

[0030] In one embodiment, Ar 11 and Ar 12 This may be a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranil, or a substituted or unsubstituted dibenzothiophenyl, such as an unsubstituted or phenyl-substituted carbazolyl or a substituted or unsubstituted dibenzofuranil.

[0031] In one embodiment, Ar 11 and Ar 12 These are, independently, substitution or non-substitution (C6~C 30 )aryl, preferably substituted or unsubstituted (C6~C 25 ) Aryl, more preferably substituted or unsubstituted (C6~C 18 ) It can be an aryl. For example, Ar 11 and Ar 12 Each of these independently comprises a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted p-biphenyl, a substituted or unsubstituted m-biphenyl, a substituted or unsubstituted o-biphenyl, a substituted or unsubstituted p-terphenyl, a substituted or unsubstituted m-terphenyl, or a substituted or unsubstituted o-terphenyl.

[0032] The compound of Formula 1 according to one embodiment may be substituted with at least one deuterium atom.

[0033] In one embodiment, X 11 ~X 22 At least one of them can be deuterium.

[0034] In one embodiment, X 11 and X 19 At least one of them can be deuterium, for example, X 11 and X 19 All of them could be deuterium.

[0035] According to one embodiment, the compound represented by chemical formula 1 can be more specifically exemplified by, but is not limited to, the following compounds. [ka] [ka] [ka] [ka]

[0036] In these compounds, D n This means that n hydrogen atoms are replaced by deuterium, and n is an integer between 0 and 1 or greater, setting an upper limit on the number of hydrogen atoms in the non-deuterated compound.

[0037] A compound containing a boron (B) atom as a dopant according to one embodiment is represented by the following formula 11. [ka]

[0038] In Equation 11, Rings A, B, and C are each independently substituted or non-substituted (C6~C 30 ) represents an aryl or a substituted or unsubstituted (3-50 member) heteroaryl, X 11 and X 12 Each of them operates independently, NR a , represents O or S, Ra This includes hydrogen, deuterium, halogens, cyano, substituted or unsubstituted (C1-C) 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Represents an arylsilyl or -L4-N-(Ar4)(Ar5), or may be linked to at least one of rings A, B and C to form a ring, L4 is a single bond, substituted or unsubstituted (C6~C 30 ) Arylene, substituted or unsubstituted (3-30 member) heteroarylene, substituted or unsubstituted divalent (C2-C 30 )Aliphatic hydrocarbon group or (C3~C 30 ) aliphatic ring and (C6~C 30 ) Represents a divalent fused ring that is substituted or unsubstituted with an aromatic ring, and Ar4 and Ar5 can be substituted or not substituted (C1~C 30 ) alkyl, substituted or unsubstituted (C2~C 30 ) Alkenyl, substituted or unsubstituted (C6~C 30 ) Represents an aryl or substituted or unsubstituted (3-30 member) heteroaryl.

[0039] A compound of formula 11 according to one embodiment can be represented by the following formula D-1. [ka]

[0040] In equation D-1, R101 ~R 111 These are, independently, hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Represents an arylsilyl or -L'4-N-(Ar'4)(Ar'5), or may be linked to adjacent substituents to form a ring, Each R' is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1~C 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Represents arylsilyl or -L'4-N-(Ar'4)(Ar'5), or R 101 , R 108 , R 109 and R 111 It can combine with at least one of them to form a ring, Each L'4 is independently a single bond, substituted, or unsubstituted (C6~C 30 ) represents arylene or substituted or unsubstituted (3-30 member) heteroarylene, Ar'4 and Ar'5 are independently hydrogen, substituted, or unsubstituted (C1~C 30 ) alkyl, substituted or unsubstituted (C2~C 30 ) Alkenil, (C3~C 30 ) aliphatic ring and (C6~C 30 ) A substituted or unsubstituted fused ring with an aromatic ring, substituted or unsubstituted (C6~C 30 ) Represents an aryl or substituted or unsubstituted (3-30 member) heteroaryl.

[0041] Preferably, R 101 ~R 111 These are, independently, hydrogen, deuterium, substituted or unsubstituted (C1~C 20 ) alkyl, substituted or unsubstituted (C6~C 25 )These may be aryl, substituted or unsubstituted (5-20 member) heteroaryl or -L'4-N-(Ar'4)(Ar'5), or may be linked to adjacent substituents to form a ring.

[0042] Comfortable, R 101 ~R 111 These are independently hydrogen, deuterium, and unsubstituted (C1~C) 10 )alkyl, unsubstituted or (C1~C 10 )alkyl, (13-18 member) heteroaryl and two (C6-C) 18 ) Substituted with one or more diarylamino compounds containing an aryl group (C6~C 18 )aryl, unsubstituted or one or more (C1~C 10 ) may be alkyl-substituted (5-18 member) heteroaryl or -L'4-N-(Ar'4)(Ar'5), or may be linked to adjacent substituents to form a ring. For example, R 101 ~R 111These can independently be hydrogen, methyl, tert-butyl, substituted or unsubstituted phenyl, biphenyl, terphenyl, triphenylenyl, carbazolyl, phenoxazinyl, phenothiazinyl, dimethylacridinyl, dimethylxanthenyl, unsubstituted or diphenylamino substituted with one or more methyl and diphenylamino, phenylnaphthylamino, dibiphenylamino, phenylamino substituted with phenylcarbazol or dibenzofuranil, or a (17-21 member) heteroaryl substituted with one or more methyl and phenyl, or linked to adjacent substituents to form a benzene ring, an indole ring substituted with one or more phenyl and diphenylamino, a benzofuran ring, a benzothiophene ring, or a 19-membered heterocycle substituted with one or more methyl. The substituents on the substituted phenyl can be one or more selected from methyl, carbazolyl, dibenzofuranyl, diphenylamino, phenoxazinyl, phenothiazinyl, and dimethylacridinyl.

[0043] A compound of formula 11 according to one embodiment may be represented by the following formula D-2 or formula D-3. [ka]

[0044] In equations D-2 and D-3, X'1 and X'2 each independently represent O, S, or NR'. X'3 represents O or S, Rings a, b, and d each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 carbon atoms or a substituted or unsubstituted aromatic heterocycle having 3 to 50 ring members. R' is hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1~C 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Represents an arylsilyl or -L4-N-(Ar4)(Ar5), or may be linked to one or more of rings a, b and d to form a ring, L4 is a single bond, substituted or unsubstituted (C6~C 30 ) Arylene, substituted or unsubstituted (3-30 member) heteroarylene, substituted or unsubstituted divalent (C2-C 30 )Aliphatic hydrocarbon group or (C3~C 30 ) aliphatic ring and (C6~C 30 ) Represents a divalent fused ring that is substituted or unsubstituted with an aromatic ring, Ar4 and Ar5 can be substituted or not substituted (C1~C 30 ) alkyl, substituted or unsubstituted (C2~C 30 ) Alkenyl, substituted or unsubstituted (C6~C 30 ) Represents an aryl or substituted or unsubstituted (3-30 member) heteroaryl.

[0045] According to one embodiment, the compound represented by formula 11 can be more specifically exemplified by, but is not limited to, the following compounds. [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0046] In these compounds, D2 to D5 represent structures in which 2 to 5 hydrogen atoms are replaced by deuterium atoms.

[0047] An organic electroluminescent device according to one embodiment does not contain a compound containing an anthracene-based moiety in the light-emitting layer.

[0048] According to one embodiment, the host in the organic electroluminescent device includes a first host and a second host, the first host being a compound represented by formula 1, and the first host and the second host may be different from each other.

[0049] According to one embodiment, the second host may be a compound represented by the following formula 2. [ka]

[0050] In Equation 2, Z1 to Z3 are each independent of -N= or -C(R 20 ) represents =, provided that at least one of Z1 to Z3 is N. R 20 This includes hydrogen, deuterium, halogens, cyano, substituted or unsubstituted (C1-C) 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Arylsilyl or (C3~C 30 ) aliphatic ring and (C6~C 30 ) Represents a substituted or unsubstituted fused ring with an aromatic ring, L2~L4 are each independently single bonds, substituted, or unsubstituted (C6~C 30 ) Arylene, substituted or unsubstituted (C3~C 30 ) represents cycloalkylene or substituted or unsubstituted (3-30 member) heteroarylene, Ar5~Ar7 are each independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1~C 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Arylsilyl, (C3~C 30 ) aliphatic ring and (C6~C 30 ) A substituted or unsubstituted fused ring with an aromatic ring or *-N-(R 11 )(R 12 ) represents or can be linked to adjacent substituents to form a ring, however at least one of Ar5~Ar7 is substituted or unsubstituted (C6~C 30 ) Subject to being an aryl or a substituted or unsubstituted (3-30 member) heteroaryl, and R 11 and R 12These are, independently, substitution or non-substitution (C1~C 30 ) alkyl, substituted or unsubstituted (C2~C 30 ) Alkenyl, substituted or unsubstituted (C6~C 30 ) Represents an aryl or substituted or unsubstituted (3-30 member) heteroaryl.

[0051] In one embodiment, at least two of Z1 to Z3 can be N, and preferably all of Z1 to Z3 can be N.

[0052] In one embodiment, L2 to L4 are each independently single bonds, substituted or unsubstituted (C6 to C 30 ) Arylene or substituted or unsubstituted (5-30 member) heteroarylene, preferably single bond, substituted or unsubstituted (C6-C 25 ) Arylene or substituted or unsubstituted (5-25 member) heteroarylene, more preferably single bond, substituted or unsubstituted (C6-C 18 ) may be arylene or substituted or unsubstituted (5-18 member) heteroarylene. For example, L2-L4 may each independently be single-bonded or unsubstituted or phenyl-substituted phenylene, substituted or unsubstituted biphenylene, or substituted or unsubstituted carbasoliene.

[0053] In one embodiment, at least one of L2 to L4 may be a substituted or unsubstituted phenylene represented by the following formula 2-11. [ka]

[0054] In equation 2-11, R' 11 is hydrogen, deuterium, (C6~C 30 ) Represents an aryl or a combination thereof, and R' 11 Each of them may be the same or different.

[0055] In one embodiment, Ar5 to Ar7 are each independently substituted or unsubstituted (C6 to C 30)aryl, substituted or unsubstituted (5-30 member) heteroaryl, preferably unsubstituted or substituted with (5-30 member) heteroaryl (C6-C 25 )aryl, unsubstituted or (C6~C 30 (C6-C) heteroaryls (5-25 member) substituted with aryl, more preferably unsubstituted or (5-30 member) heteroaryls 18 )aryl or unsubstituted or (C6~C 30 ) may be an aryl-substituted (5-18 member) heteroaryl. For example, Ar5-Ar7 may each independently be an unsubstituted or dibenzofuran or dibenzothiophene-substituted phenyl, a substituted or unsubstituted p-biphenyl, a substituted or unsubstituted m-biphenyl, a substituted or unsubstituted o-biphenyl, a substituted or unsubstituted dimethylfluorenyl, a substituted or unsubstituted diphenylfluorenyl, a substituted or unsubstituted carbazolyl, an unsubstituted or substituted or unsubstituted carbazolyl-substituted dibenzofuranyl, an unsubstituted or substituted or carbazolyl-substituted dibenzothiophenyl, a substituted or unsubstituted benzoflocarbazolyl, or a substituted or unsubstituted benzothienocarbazolyl.

[0056] According to one embodiment, at least one of Ar5 to Ar7 can be represented by any one of the following formulas 2-1 to 2-7. [ka]

[0057] In equations 2-1 to 2-7, Y is O, S, N(R 77 ) or C(R 78 )(R 79 ) represents, R 77 This refers to a site connected to any one of L2-L4, or a site that is replaced or not replaced (C6-C 30 ) Represents an arrow, R 78 and R 79 Each of these is independently connected to one of L2-L4, or replaced or not replaced (C1-C 30) alkyl, substituted or unsubstituted (C6~C 30 ) Represents an aryl or a substituted or unsubstituted (3-30 member) heteroaryl, or may be linked together to form a ring. R 21 ~R 28 , R 30 ~R 49 , R 52 ~R 57 , R 59 ~R 64 and R 70 ~R 76 Each of these is independently linked to one of L2 to L4, or consists of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1 to C 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Arylsilyl or (C3~C 30 ) aliphatic ring and (C6~C 30 ) Represents a substituted or unsubstituted fused ring with an aromatic ring, or may be linked to adjacent substituents to form a ring. X3~X6 each independently represents -O-, -S-, -Se-, or -N=, and R 29 and R 58 Each of these is independently connected to one of L2-L4, or replaced or not replaced (C1-C 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Represents an aryl or substituted or unsubstituted (3-30 member) heteroaryl.

[0058] According to one embodiment, the second host may include a compound represented by formula 2 having a triplet energy (T1) greater than 2.8.

[0059] According to one embodiment, the compound represented by formula 2 may be specifically exemplified by, but is not limited to, the following compounds. [ka]

[0060] The compounds represented by formula 1 and / or formula 2 according to this disclosure may be prepared by referring to synthesis methods known to those skilled in the art, such as those disclosed in (Patent Document 4), (Patent Document 5), (Patent Document 6), (Patent Document 7), (Patent Document 8), etc.

[0061] According to another embodiment of the present disclosure, a compound represented by formula 11 may be included as a first dopant, and a compound containing a platinum (Pt) atom, which is either unsubstituted or substituted with deuterium, may be included as a second dopant.

[0062] In one embodiment, the second dopant may be represented by the following formula 4. [ka]

[0063] In Equation 4, M1 represents platinum (Pt), Rings C1 to C4 are independent of each other, (C5 to C 60 ) Represents an aryl or (5-60 member) heteroaryl, A1 and A4 independently represent non-existence, a single bond, -O-, -S-, -C(R5)(R6)-, -Si(R5)(R6)-, -P(R5)(R6)-, or -Ge(R5)(R6)-. B1 to B4 each independently represent a single bond, -O-, or -S-. Y1 to Y4 each independently represent either a carbon atom (C) or a nitrogen atom (N). R5, R6 and R 101 ~R 104 These are, independently, hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C1-C) 30 ) alkyl, substituted or unsubstituted (C6~C 30 ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C3-C 30 )Cycloalkyl, substituted or unsubstituted (C1~C 30 ) alkoxy, substituted or unsubstituted tri(C1~C 30 ) Alkylsilyl, substituted or unsubstituted di(C1~C 30 ) Alkyl (C6~C 30 ) Arylsilyl, substituted or unsubstituted (C1~C 30 ) Alkyl di(C6~C 30 ) Arylsilyl, substituted or unsubstituted tri(C6~C 30 ) Arylsilyl or (C3~C 30 ) aliphatic ring and (C6~C 30 ) Represents a substituted or unsubstituted fused ring with an aromatic ring, and a1 to a4 each independently represent an integer from 1 to 5, and if a1 to a4 is 2 or greater, R 101 Each of ~R 104 Each of them may be the same or different.

[0064] In one embodiment, the first dopant and the second dopant may each be light-emitting bodies.

[0065] In one embodiment, the first dopant is a fluorescent emitter, the second dopant is a phosphorescent emitter, and the light-emitting layer can simultaneously emit fluorescence from the first dopant and phosphorescence from the second dopant.

[0066] In one embodiment, the first dopant is a fluorescent emitter, the second dopant is a sensitizer, and the light-emitting layer can receive energy from the second dopant and emit fluorescence from the first dopant.

[0067] The following describes an organic electroluminescent device including the host and dopant described above, with reference to the drawings.

[0068] Figure 1 illustrates a schematic structure of an organic electroluminescent device according to one embodiment.

[0069] Figure 1 illustrates an example of an organic electroluminescent device 10 comprising a first electrode 110 and a second electrode 150 facing each other on a substrate, and at least one light-emitting layer 130 disposed between the first electrode 110 and the second electrode 150. Specifically, an organic electroluminescent device 10 according to one embodiment may have a structure in which the first electrode 110, at least one light-emitting layer 130 disposed on the first electrode, and the second electrode 150 disposed on the light-emitting layer are sequentially stacked.

[0070] According to one embodiment, the first electrode 110 may be an anode, and the second electrode 150 may be a cathode. In this specification, the first electrode 110 and the second electrode 150 may be formed as a permeable conductive material, a semi-permeable conductive material, or a reflective conductive material, respectively. Depending on the type of material forming the first electrode 110 and the second electrode 150, the organic electroluminescent device may be top-emitting, bottom-emitting, or double-emitting.

[0071] At least one light-emitting layer 130 may contain a host and a dopant, preferably a plurality of hosts and dopants, or a plurality of hosts and a plurality of dopants. Each light-emitting layer 130 may contain a compound represented by formula 1 as a first host and a compound represented by formula 2 as a second host. In this specification, the amount of the first host among the plurality of hosts may be about 5% to about 90% by weight, preferably about 10% to about 90% by weight, more preferably about 10% to about 80% by weight, more preferably about 15% to about 70% by weight, even more preferably about 30% to about 70% by weight, even more preferably about 20% to about 60% by weight, and even more preferably about 30% to about 60% by weight. The second host among the multiple hosts of this disclosure may be in an amount of about 5% to about 90% by weight, preferably about 10% to about 90% by weight, more preferably about 10% to about 80% by weight, even more preferably about 15% to about 70% by weight, even more preferably about 30% to about 70% by weight, even more preferably about 20% to about 60% by weight, and even more preferably about 30% to about 60% by weight.

[0072] According to one embodiment, the light-emitting layer 130 may contain a boron-based compound represented by formula 11 as a first dopant, and preferably further contain an unsubstituted or deuterium-substituted platinum-based compound as a second dopant. According to one embodiment, the content of the first dopant may be less than the content of the second dopant. In this specification, considering the lifetimes of the first and second dopants and energy transfer to the second dopant, the weight ratio of the first dopant to the second dopant may be 0.1:10 to 1.0:10, for example 0.1:10 to 0.5:10 or for example 0.5:10 to 1.0:10. When the weight ratio of the first dopant to the second dopant is within the above range, the efficiency and lifetime characteristics of the light-emitting element are optimized.

[0073] Although not shown, an organic electroluminescent device according to one embodiment includes, in addition to a first electrode 110, a second electrode 150, and a light-emitting layer 130 disposed between the first and second electrodes, an organic layer comprising a hole transport layer, a light-emitting layer, a hole auxiliary layer, an electron blocking layer, and a light-emitting auxiliary layer. The organic electroluminescent device may further include, in addition to the hole transport layer, light-emitting layer, hole auxiliary layer, electron blocking layer, and light-emitting auxiliary layer, at least one layer selected from a hole injection layer, an electron transport layer, an electron injection layer, an intermediate layer, a hole blocking layer, and an electron buffer layer. The organic layer may further include amine-based compounds and / or azine-based compounds other than the light-emitting material according to this disclosure. Specifically, the hole injection layer, hole transport layer, hole auxiliary layer, light-emitting layer, light-emitting auxiliary layer, or electron blocking layer may include amine compounds, such as arylamine compounds and styrylarylamine compounds, as hole injection material, hole transport material, hole auxiliary material, light-emitting material, light-emitting auxiliary material, or electron blocking material. The electron transport layer, electron injection layer, electron buffer layer, or hole blocking layer may also include azine compounds as electron transport material, electron injection material, electron buffer material, or hole blocking material. The organic layer may further include at least one metal selected from the group consisting of metals of Group 1, Group 2, transition metals of Period 4, transition metals of Period 5, lanthanides, and organometallic d-transition elements, or complex compound metals containing such metals.

[0074] An organic electroluminescent compound according to one embodiment can be used as a light-emitting material for a white organic light-emitting device. It has been suggested that white organic light-emitting devices may have various structures, such as parallel arrangement, stacking arrangement, or CCM (color conversion material) arrangement, depending on the arrangement of R (red), G (green), YG (yellow-green), or B (blue) light-emitting units. Furthermore, the organic electroluminescent compound according to one embodiment can also be applied to organic electroluminescent devices containing QDs (quantum dots).

[0075] A hole injection layer, hole transport layer, electron blocking layer, or a combination thereof may be used between the anode 110 and the light-emitting layer 130. The hole injection layer may be multilayered to lower the hole injection barrier (or hole injection voltage) from the anode to the hole transport layer or electron blocking layer, and each multilayer may use two compounds simultaneously. The hole injection layer may also be doped with a p-dopant. An electron blocking layer may also be placed between the hole transport layer (or hole injection layer) and the light-emitting layer to confine excitons within the light-emitting layer by preventing electron overflow from the light-emitting layer, thereby preventing light leakage. The hole transport layer or electron blocking layer may be multilayered, and each layer may use multiple compounds.

[0076] An electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, or a combination thereof can be used between the light-emitting layer 130 and the cathode 150. The electron buffer layer may be multilayered to control electron injection and improve the interfacial properties between the light-emitting layer and the electron injection layer, and each multilayer may use two compounds simultaneously. A hole blocking layer can be placed between the electron transport layer (or electron injection layer) and the light-emitting layer to prevent holes from reaching the cathode, thereby improving the possibility of electron and hole recombination in the light-emitting layer. The hole blocking layer or electron transport layer may also be multilayered, and each layer may use multiple compounds. The electron injection layer may also be doped with an n-dopant.

[0077] A luminescence auxiliary layer can be placed between the anode and the luminescent layer, or between the cathode and the luminescent layer. When the luminescence auxiliary layer is placed between the anode and the luminescent 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 luminescent layer, it can be used to promote electron injection and / or electron transport, or to prevent hole overflow. Furthermore, a hole auxiliary layer can be placed between a hole transport layer (or hole injection layer) and the luminescent layer, and can be effective in promoting or blocking the hole transport rate (or hole injection rate), thereby allowing the charge balance to be controlled. If the organic electroluminescent device includes two or more hole transport layers, the further included hole transport layers can be used as hole auxiliary layers or electron blocking layers. Luminescence auxiliary layers, hole auxiliary layers, or electron blocking layers can have the effect of improving the efficiency and / or lifetime of the organic electroluminescent device.

[0078] In the organic electroluminescent device of this disclosure, preferably, at least one layer selected from a chalcogenide layer, a metal halide layer, and a metal oxide layer (hereinafter referred to as the "surface layer") can be placed on the inner surface of one or both of the electrode pairs. Specifically, it is preferable that a silicon and aluminum chalcogenide (including oxides) layer is placed on the anode surface of the electroluminescent medium layer, and that a metal halide layer or a metal oxide layer is 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, as the chalcogenide, SiO X (1≦X≦2), AlO X Examples of metal halides (1≦X≦1.5), such as SiON and SiAlON, include LiF, MgF2, CaF2, and rare earth metal fluorides, and examples of metal oxides include Cs2O, Li2O, MgO, SrO, BaO, and CaO.

[0079] Furthermore, in the organic electroluminescent devices of this disclosure, a mixed region of an electron transport compound and a reducing dopant, or a mixed region of a hole transport compound and an oxidizing dopant, can be placed on at least one surface of the electrode pair. In this case, the electron transport compound is reduced to anions, thus facilitating the injection and transport of electrons from the mixed region into the electroluminescent medium. Furthermore, the hole transport compound is oxidized to cations, thus facilitating the injection and transport of holes from the mixed region into the electroluminescent medium. Preferably, the oxidizing dopant includes various Lewis acids and acceptor compounds, and the reducing dopant includes alkali metals, alkali metal compounds, alkaline earth metals, rare earth metals, and mixtures thereof. An organic electroluminescent device having two or more light-emitting layers and emitting white light can also be fabricated by using a reducing dopant layer as a charge-generating layer.

[0080] An organic electroluminescent device according to one embodiment of the present disclosure may be an organic electroluminescent device having a tandem structure. In the case of a tandem organic electroluminescent device according to one embodiment, a single light-emitting unit (light-emitting unit) may be formed in a structure in which two or more units are coupled by a charge-generating layer. The organic electroluminescent device may include a plurality of two or more light-emitting units, for example a plurality of three or more light-emitting units, each having a first electrode and a second electrode facing each other on a substrate, and a light-emitting layer laminated between the first electrode and the second electrode and emitting light in a specific wavelength range. It may include a plurality of light-emitting units, each of which may include a hole transport band, a light-emitting layer and an electron transport band, the hole transport band may include a hole injection layer and a hole transport layer, and the electron transport band may include an electron transport layer and an electron injection layer. According to one embodiment, three or more light-emitting layers may be included in a light-emitting unit. The plurality of light-emitting units may emit the same color or different colors. Furthermore, a single light-emitting unit may include one or more light-emitting layers, and these layers may be the same or different colors. It may also include one or more charge-generating layers positioned between each light-emitting unit. A charge-generating layer refers to a layer that generates holes and electrons when a voltage is applied. If there are three or more light-emitting units, charge-generating layers may be positioned between each light-emitting unit, where these charge-generating layers may be the same or different from one another. By positioning charge-generating layers between light-emitting units, current efficiency can be increased in each light-emitting unit and charge can be smoothly distributed. Specifically, charge-generating layers may be provided between two adjacent stacks and may play a role in driving a tandem organic electroluminescent device using only anode-cathode pairs without separate internal electrodes positioned between the stacks.

[0081] The charge generation layer may consist of an n-type charge generation layer and a p-type charge generation layer, and the n-type charge generation layer may be doped with alkali metals, alkaline earth metals, or compounds of alkali metals and alkaline earth metals. Alkali metals may include those selected from the group consisting of Li, Na, K, Rb, Cs, Fr, Yb and combinations thereof, and alkaline earth metals may include those selected from the group consisting of Be, Mg, Ca, Sr, Ba, Ra and combinations thereof. The p-type charge generation layer may be made from a metal or organic material doped with a p-type dopant. For example, the metal may be made of one or more alloys selected from the group consisting of Al, Cu, Fe, Pb, Zn, Au, Pt, W, In, Mo, Ni, and Ti. Furthermore, commonly used materials may be used as host materials for p-type dopants and p-type doped organic materials.

[0082] The organic electroluminescent device of this disclosure may be manufactured by forming a first or second electrode on a substrate, forming an organic layer using either a dry deposition method such as vacuum deposition, sputtering, plasma or ion plating, or a wet deposition method such as inkjet printing, nozzle printing, slot coating, spin coating, dip coating or flow coating, and then forming the second or first electrode thereon. When using a wet deposition method, the thin film may be formed by dissolving or diffusing the material forming each layer in any suitable solvent such as ethanol, chloroform, tetrahydrofuran, or dioxane. The solvent may be any solvent in which the material forming each layer can be dissolved or diffused and which does not have problems with film formation ability.

[0083] When forming a layer with an organic electroluminescent material according to one embodiment, the layer may be formed by the methods listed above, and in many cases, it may be formed by co-evaporation or mixed evaporation. Co-evaporation is a mixed evaporation method in which two or more materials are placed in separate crucible sources and an electric current is passed through both cells simultaneously to evaporate the materials, while mixed evaporation is a mixed evaporation method in which two or more materials are mixed in one crucible source before evaporation, and then an electric current is passed through one cell to evaporate the materials.

[0084] According to one embodiment, the present disclosure can provide a display device comprising the compound according to the present disclosure as an organic electroluminescent material. Furthermore, by using the organic electroluminescent device of the present disclosure, display devices such as smartphones, tablets, notebooks, PCs, and TVs, or display devices for vehicles, or lighting devices such as outdoor or indoor lighting can be manufactured.

[0085] The following describes the method for preparing thin films containing the compounds according to this disclosure and their properties, in order to provide a detailed understanding of this disclosure. [Examples]

[0086] [Example 1] Preparation of a thin film by co-depositing a host compound according to the present disclosure A thin film according to this disclosure was manufactured. First, a glass substrate was sequentially ultrasonically cleaned with acetone and isopropyl alcohol, then stored in isopropyl alcohol, and then used. Subsequently, the glass substrate was mounted on the substrate holder of a vacuum deposition apparatus. The first host compound and the second host compound, as described in Table 1 below, were placed as hosts in two cells of the vacuum deposition apparatus, and compound D-1 was placed as a dopant in another cell. The two host materials were then evaporated in a 1:1 ratio, and the dopant compounds were evaporated simultaneously in different ratios. The dopant was deposited with a doping amount of 2% by weight based on the total amount of host and dopant to form a luminescent layer with a thickness of 20 nm. Each of the compounds used in all materials was 10 -6The material was purified by vacuum sublimation in a Torr. The deposited thin film was subjected to a glass sealing process to prevent degradation by oxygen and moisture.

[0087] [Comparative Example 1] Preparation of a thin film containing a comparative compound as a host. A thin film was prepared in the same manner as in Example 1, except that the first and second host compounds listed in Table 1 below were used as hosts for the light-emitting layer.

[0088] The optical properties of the thin-film devices of Example 1 and Comparative Example 1, prepared as described above, were evaluated as follows.

[0089] [Evaluation Method 1] Photoluminescence (PL) spectra were measured using a Jasco FP-8300 fluorescence spectrometer. The experimental conditions for measuring the photoluminescence of the thin films were the same, using both excitation and detection slit conditions. In this specification, the FLH-809 (JASCO) solid sample holder was used as the thin film photoluminescence holder.

[0090] As a result, as shown in Figure 2, it was confirmed that the maximum emission wavelength of dopant D-1 is 457 nm. Based on the above, the maximum PL intensity at 457 nm was measured in the photoluminescence results of Example 1 and Comparative Example 1, and the results are shown in Table 1 below.

[0091] [Table 1]

[0092] As shown in Table 1 and Figure 3, the organic electroluminescent devices comprising specific combinations of compounds as hosts according to this disclosure exhibit significantly higher luminescence efficiency compared to conventional organic electroluminescent devices comprising host compounds.

[0093] [Evaluation Method 2] The triplet (T1) energy levels of the second host and dopant used in Example 1 and Comparative Example 1 were simulated using TD-DFT (Time-Dependent Density Function Theory) calculations with a Gaussian program, and the evaluation results are shown in Table 2 below. The structure was optimized at the B3LYP, 6-31G(d,p) level.

[0094] [Table 2]

[0095] As shown in Table 2 above, it was confirmed that as the triplet (T1) energy level of the second host rises higher than the triplet (T1) energy level of the dopant, energy transfer becomes easier, and therefore photoluminescence becomes more effective.

[0096] [Examples 2 and 3] Preparation of thin films by co-depositing a host compound according to the present disclosure Thin films were prepared in the same manner as in Example 1, except that the first and second host compounds listed in Table 3 below were used as the light-emitting layer.

[0097] The optical properties of the thin-film devices prepared as described above in Examples 2 and 3 and Comparative Example 1 were evaluated as follows.

[0098] [Evaluation Method 3] Photoluminescence (PL) spectra were measured using a Jasco FP-8650 fluorescence spectrometer. The experimental conditions for measuring the photoluminescence of thin films were the same, using the same excitation and detection slit conditions. In this specification, the FLH-809 (JASCO) solid sample holder was used as the thin-film photoluminescence holder.

[0099] As a result, as shown in Figure 2, it was confirmed that the maximum emission wavelength of dopant D-1 is 457 nm. Based on the above, the maximum PL intensity at 457 nm was measured in the photoluminescence results of Examples 2 and 3 and Comparative Example 1, and the results are shown in Table 3 below.

[0100] [Table 3]

[0101] As shown in Table 3 and Figure 4, the organic electroluminescent devices containing specific combinations of host compounds according to this disclosure exhibit significantly higher luminescence efficiency than conventional organic electroluminescent devices containing host compounds.

[0102] [Evaluation Method 4] The triplet (T1) energy levels of the second host and dopant used in Example 3 and Comparative Example 1 were simulated using the TD-DFT (Time-Dependent Density Function Theory) method in a Gaussian program, and the evaluation results are shown in Table 4 below. The structure was optimized at the B3LYP, 6-31G(d,p) level.

[0103] [Table 4]

[0104] As shown in Table 4 above, it was confirmed that the higher the triplet (T1) energy level of the second host compared to the triplet energy level of the dopant, the more efficient the energy transfer becomes, resulting in more effective photoluminescence.

[0105] The compounds used in the examples and comparative examples are specifically shown in Table 5 below.

[0106] [Table 5]

[0107] [Device Examples 1 and 2] Preparation of OLEDs by depositing the compound according to the present disclosure as a host. An OLED was prepared according to this disclosure. First, a transparent electrode indium tin (ITO) thin film (GEOMATEC CO., LTD., Japan) on a glass substrate for the OLED was sequentially ultrasonically cleaned with acetone and isopropyl alcohol, then stored in isopropyl alcohol, and then used. Subsequently, this ITO substrate was mounted on a substrate holder of a vacuum deposition apparatus. Next, compound HI-1, shown in Table 2, was placed in one cell of the vacuum deposition apparatus, and compound HT-1 was placed in another cell. The two materials were evaporated in different ratios, and compound HI-1 was deposited with a doping amount of 3 wt% based on the total amount of compound HI-1 and compound HT-1 to form a hole injection layer with a thickness of 10 nm. Next, compound HT-1 was deposited on the hole injection layer as a first hole transport layer with a thickness of 80 nm, and then compound HT-2 was placed in another cell of the vacuum deposition apparatus, and a current was passed through the cell to evaporate it, thereby forming a second hole transport layer with a thickness of 6 nm on the first hole transport layer. After forming the hole injection layer and hole transport layer, an emissive layer was formed on top of them as follows. The host compounds listed in Table 6 below were placed as hosts in two cells of a vacuum deposition apparatus, and compound D-1 was placed as a dopant in another cell. The two host materials were evaporated in a 1:1 ratio, and simultaneously the dopant compounds were evaporated in different ratios. Based on the total amount of host and dopant, a doping amount of 2% by weight was deposited to form an emissive layer with a thickness of 20 nm on the second hole transport layer. Next, compounds ET-1 and EI-1 were deposited in a 50:50 weight ratio to form an electron transport layer with a thickness of 35 nm on the emissive layer. Then, compound EI-1 was evaporated to form an electron injection layer with a thickness of 2 nm on the electron transport layer. After that, an 80 nm thick Al cathode was deposited on the electron injection layer using another vacuum deposition apparatus. In this way, an OLED was fabricated. Each of the compounds used in all materials is 10 -6 It was purified by vacuum sublimation in a Torrell.

[0108] [Device Comparative Example 1] Preparation of an OLED containing a conventional compound as a host. The thin film was fabricated in the same manner as in Device Example 1, except that the host compounds listed in Table 6 below were used as the host for the light-emitting layer.

[0109] The luminous efficiency, external quantum efficiency (EQE), and color coordinates of the OLEDs of Device Examples 1 and 2 and Device Comparative Example 1 fabricated as described above were measured at a luminance of 1,000 nits, and the results are shown in Table 6 below.

[0110] [Table 6]

[0111] From Table 6 above, it can be confirmed that the organic electroluminescent device containing the host compound according to the present disclosure exhibits significantly improved luminous efficiency and external quantum efficiency as compared with the organic electroluminescent device containing the conventional host compound. Therefore, the organic electroluminescent device of the present disclosure is expected to exhibit excellent characteristics in terms of energy efficiency and can be advantageously used to realize a high-efficiency organic electroluminescent device.

[0112] The compounds used in the device examples and device comparative examples are specifically shown in Table 7 below.

[0113] [Table 7]

[0114] [Table 8] [Explanation of Reference Signs]

[0115] 10 Organic electroluminescent device 110 First electrode 130 Light-emitting layer 150 Second electrode

Claims

1. An organic electroluminescent device comprising a first electrode, a second electrode, and a light-emitting layer disposed between the first electrode and the second electrode, wherein the light-emitting layer comprises a host and a dopant, and the host comprises the following formula 1: 【Chemistry 1】 (In the formula, X １５ ~X １８ Adjacent pairs in this case are given by the following equation 1-A: 【Chemistry 2】 in 【Transformation 3】 It is connected to, X １１ ~X １４ X that is not linked to form a ring １５ ~X １８ and X １９ ~X ２２ each independently represents hydrogen, deuterium, substituted or unsubstituted (C ６ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) cycloalkyl, substituted or unsubstituted (C ６ ~C ３０ ) aryl, substituted or unsubstituted (3-30 member) heteroaryl or a combination thereof, L １１ and L １２ Each is independently a single bond, substitution, or non-substitution (C ６ ~C ３０ ) represents allerene, and Ar １１ and Ar １２ These are, independently, substitution or non-substitution (C ６ ~C ３０ (This represents aryl, substituted or unsubstituted (3-30 member) heteroaryls having hole transport properties, or combinations thereof.) An organic electroluminescent device comprising a compound represented by, wherein the dopant comprises a compound containing a boron (B) atom.

2. The compounds represented by formula 1 are as follows: 【Chemistry 4】 (In the formula, Ar １１ Ar １２ , L １１ , L １２ and X １１ ~X ２２ (As defined in claim 1) An organic electroluminescent device according to claim 1, represented by any one of the following:

3. X １１ ~X ２２ The organic electroluminescent device according to claim 1, wherein at least one of the elements is deuterium.

4. The organic electroluminescent device according to claim 1, wherein the substituted or unsubstituted (3 to 30-membered) heteroaryl having hole transport properties is a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranyl, or a substituted or unsubstituted dibenzothiophenyl.

5. The compound represented by formula 1 is the following compound: 【Transformation 5】 【Transformation 6】 【Transformation 7】 Selected from, in the compound, D ｎ The organic electroluminescent device according to claim 1, wherein n hydrogen atoms are replaced by deuterium, and n is an integer from 0 to 1 or greater that sets an upper limit on the number of hydrogen atoms in the non-deuterated compound.

6. The compound containing a boron atom is given by the following formula 11: 【Transformation 8】 (In the formula, Rings A, B, and C are each independently substituted or non-substituted (C ６ ~C ３０ ) represents an aryl or a substituted or unsubstituted (3-50 member) heteroaryl, X １１ and X １２ Each of them is independent of NR ａ , represents O or S, R ａ This includes hydrogen, deuterium, halogens, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) Cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) Alkyl (C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) Alkyl di(C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) Arylsilyl or -L ４ -N-(Ar ４ ) (Ar ５ ) represents, or can be connected to at least one of rings A, B and C to form a ring, L ４ This is a single bond, substitution, or non-substitution (C ６ ~C ３０ ) Arylene, substituted or unsubstituted (3-30 member) heteroarylene, substituted or unsubstituted divalent (C ２ ~C ３０ ) Aliphatic hydrocarbon group or (C ３ ~C ３０ ) Aliphatic rings and (C ６ ~C ３０ ) Represents a divalent fused ring that is substituted or unsubstituted with an aromatic ring, and Ar ４ and Ar ５ These are, independently, substitution or non-substitution (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) Alkenyl, substituted or unsubstituted (C ６ ~C ３０ (Represents aryl or substituted or unsubstituted (3-30 member) heteroaryl groups.) An organic electroluminescent device according to claim 1, represented by [the specified figure].

7. The organic electroluminescent device according to claim 1, wherein the light-emitting layer does not contain a compound containing an anthracene-based moiety.

8. The first host is the compound represented by formula 1, and the second host is the following compound represented by formula 2: 【Chemistry 9】 (In the formula, Z １ ~Z ３ These are, independently, -N = or -C(R ２０ ) represents =, however, Z １ ~Z ３ At least one of them is N, R ２０ represents hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ to C ３０ alkyl), substituted or unsubstituted (C ６ to C ３０ aryl), substituted or unsubstituted (3 - 30 member) heteroaryl, substituted or unsubstituted (C ３ to C ３０ cycloalkyl), substituted or unsubstituted (C １ to C ３０ alkoxy), substituted or unsubstituted tri(C １ to C ３０ alkylsilyl), substituted or unsubstituted di(C １ to C ３０ alkyl)(C ６ to C ３０ arylsilyl), substituted or unsubstituted (C １ to C ３０ alkyl)di(C ６ to C ３０ arylsilyl), substituted or unsubstituted tri(C ６ to C ３０ arylsilyl) or a substituted or unsubstituted condensed ring of an (C ３ to C ３０ aliphatic ring) and an (C ６ to C ３０ aromatic ring), L ２ ~L ４ Each of these can be independently a single bond, a substitution, or an unsubstituted (C) ６ ~C ３０ ) Arylene, substituted or unsubstituted (C ３ ~C ３０ ) represents cycloalkylene or substituted or unsubstituted (3 to 30 member) heteroarylene, Ar ５ ~Ar ７ Each is independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C) １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) Cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) Alkyl (C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) Alkyl di(C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) Aryl silyl, (C ３ ~C ３０ ) Aliphatic rings and (C ６ ~C ３０ ) A substituted or unsubstituted fused ring with an aromatic ring or *-N-(R １１ ) (Caution １２ ) represents or can be linked to adjacent substituents to form a ring, however Ar ５ ~Ar ７ At least one of them is either substituted or non-substituted (C ６ ~C ３０ ) provided that it is an aryl or a substituted or unsubstituted (3-30 member) heteroaryl, and R １１ and R １２ These are, independently, substitution or non-substitution (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ２ ~C ３０ ) Alkenyl, substituted or unsubstituted (C ６ ~C ３０ (Represents aryl or substituted or unsubstituted (3-30 member) heteroaryl groups.) An organic electroluminescent device according to claim 1, comprising a compound represented by [a specific compound].

9. Ar ５ ~Ar ７ At least one of them is given by the following equations 2-1 to 2-7 【Chemistry 10】 (In the formula, Y is O, S, N(R ７７ ) or C (R ７８ ) (Caution ７９ ) represents, R ７７ is, L ２ ~L ４ A part connected to any one of the following locations, or a replacement or non-replacement (C ６ ~C ３０ ) Represents an arrow, R ７８ and R ７９ Each is independent of L ２ ~L ４ A part connected to any one of the following locations, or a replacement or non-replacement (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) Represents an aryl or a substituted or unsubstituted (3-30 member) heteroaryl, or may be linked together to form a ring. R ２１ ~R ２８ , R ３０ ~R ４９ and R ５２ ~R ５７ , R ５９ ~R ６４ and R ７０ ~R ７６ Each is independent of L ２ ~L ４ A site connected to any one of the following: hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) Cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) Alkyl (C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) Alkyl di(C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) Arylsilyl or (C ３ ~C ３０ ) Aliphatic rings and (C ６ ~C ３０ ) Represents a substituted or unsubstituted fused ring with an aromatic ring, or may be linked to adjacent substituents to form a ring. X ３ ~X ６ Each of these independently represents -O-, -S-, -Se-, or -N=, and R ２９ and R ５８ Each is independent of L ２ ~L ４ A part connected to any one of the following locations, or a replacement or non-replacement (C １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ (Represents aryl or substituted or unsubstituted (3-30 member) heteroaryl groups.) The organic electroluminescent device according to claim 8, represented by any one of the following.

10. L ２ ~L ４ At least one of them is given by the following equation 2-11: 【Chemistry 11】 (In the formula, R' １１ is hydrogen, deuterium, (C ６ ~C ３０ ) Represents aryl or a combination thereof, and R' １１ (Each of these may be the same or different.) The organic electroluminescent device according to claim 8, as represented by [the specified figure].

11. 2. Triplet energy (T) greater than 2.8 １ The organic electroluminescent device according to claim 8, wherein the compound represented by formula 2, having ), is included as a second host.

12. The compound represented by formula 2 is the following compound: 【Chemistry 12】 An organic electroluminescent device according to claim 8, selected from the above.

13. A first dopant which is the compound containing a boron atom, and a compound containing a platinum (Pt) atom which is either unsubstituted or substituted with deuterium, the following formula 4: 【Chemistry 13】 (In the formula, M １ This represents platinum (Pt), Ring C １ ~ Ring C ４ Each is independent of the other, (C ５ ~C ６０ ) Represents an aryl or (5-60 member) heteroaryl, A １ and A ４ These are, independently, non-existent or single bonds, -O-, -S-, -C(R) ５ ) (Caution ６ )-,-Si(R ５ ) (Caution ６ )-,-P(R ５ ) (Caution ６ ) - or - Ge (R ５ ) (Caution ６ ) represents, B １ ~B ４ Each of these independently represents a single bond, -O-, or -S-. Y １ ~Y ４ Each of these independently represents either a carbon atom (C) or a nitrogen atom (N). R ５ , R ６ and R １０１ ~R １０４ Each is independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted (C) １ ~C ３０ ) alkyl, substituted or unsubstituted (C ６ ~C ３０ ) Aryl, substituted or unsubstituted (3-30 member) heteroaryl, substituted or unsubstituted (C ３ ~C ３０ ) Cycloalkyl, substituted or unsubstituted (C １ ~C ３０ ) alkoxy, substituted or unsubstituted tri(C １ ~C ３０ ) alkylsilyl, substituted or unsubstituted di(C １ ~C ３０ ) Alkyl (C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted (C １ ~C ３０ ) Alkyl di(C ６ ~C ３０ ) Arylsilyl, substituted or unsubstituted tri(C ６ ~C ３０ ) Arylsilyl or (C ３ ~C ３０ ) Aliphatic rings and (C ６ ~C ３０ ) Represents a substituted or unsubstituted fused ring with an aromatic ring, and a １ ~a ４ Each of these independently represents an integer from 1 to 5, and a １ ~a ４ If R is 2 or more, １０１ Each of the above ~ Caution １０４ (Each of these may be the same or different.) The organic electroluminescent device according to claim 1, comprising a second dopant which is a compound represented by .

14. The first dopant is a fluorescent emitter, The second dopant is a phosphorescent material, and The organic electroluminescent device according to claim 13, wherein the light-emitting layer simultaneously emits fluorescence from the first dopant and phosphorescence from the second dopant.

15. The first dopant is a fluorescent emitter, The second dopant is a sensitizer, and The organic electroluminescent device according to claim 13, wherein the light-emitting layer receives energy from the second dopant and emits fluorescence from the first dopant.

16. The organic electroluminescent device according to claim 13, wherein the content of the first dopant is less than the content of the second dopant.

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