KR20150121655A - Condensed compound and organic light-emitting device comprising the same - Google Patents

Abstract

Disclosed are a condensed cyclic compound and an organic light-emitting element comprising the same.

Description

[0001] The present invention relates to a condensed ring compound and an organic light emitting device including the condensed ring compound.

Embodiments of the present invention relate to condensed ring compounds and organic light emitting devices containing the same.

An organic light-emitting device is a self-light-emitting device having a wide viewing angle, excellent contrast, fast response time, excellent luminance, driving voltage and response speed characteristics, and being able to have multiple colors .

A hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode in the organic light emitting device. Lt; / RTI > structure. The holes injected from the first electrode migrate to the light emitting layer via the hole transporting region and electrons injected from the second electrode migrate to the light emitting layer via the electron transporting region. The carriers such as holes and electrons recombine in the light emitting layer region to generate an exiton. This exciton changes from the excited state to the ground state and light is generated.

Embodiments of the present invention provide a condensed ring compound and an organic light emitting device including the same.

An embodiment of the present invention discloses a condensed ring compound represented by the following formula (1) or (2): < EMI ID =

&Lt; Formula 1 > < EMI ID =

&Lt; Formula 8-1 > < EMI ID =

Of the above formulas (1), (2), (8-1) and (8-2)

X ₁₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₁₇ );

X ₂₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₂₇ );

R ₁₁ , R ₁₇ and R ₂₇ are, independently of each other, A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , A phosphoric acid group or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, an unsubstituted 1-substituted or unsubstituted non-condensed polycyclic aromatic group and a substituted or non- It is selected from the aromatic heterocyclic group condensed polycyclic-hwandoen monovalent ratio;

R ₂₁ is a group represented by the above formula (8-2);

R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently represent a group represented by the formula 8-1, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₁ -C ₆ alkyl group, a substituted or unsubstituted C ₁ -C ₆ alkoxy group, a substituted or unsubstituted C ₁ -C ₆ alkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl A substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ Heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group;

At least one of R ₁₂ to R ₁₆ is a group represented by the above formula (8-1);

At least one of R ₂₂ to R ₂₆ is a group represented by the above formula (8-1);

L ₈₁ and L ₈₂ each independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo alkenylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, a substituted or unsubstituted C ₆ -C ₃₀ arylene group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted Aromatic divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group;

a81 and a82 are independently selected from 0, 1, 2 and 3;

R ₈₁ to R ₈₄ independently represent a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, An unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkane Substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl groups, substituted or unsubstituted C ₆ -C ₆₀ aryl groups, substituted or unsubstituted C ₆ -C ₆₀ aryloxy groups, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent ring non-fused polycyclic aromatic group and a substituted or unsubstituted monovalent ring non-aromatic heterocyclic group condensed polycyclic &Lt; / RTI &gt;

Optionally, N, R &lt; ₈₁ &gt; and R &lt; ₈₂ &gt; may form a carbazole;

Alternatively, N, R ₈₃ and R ₈₄ may form a carbazole;

* Is the binding site with neighboring atoms.

Another embodiment of the present invention is directed to a liquid crystal display comprising: a first electrode; A second electrode; And an organic layer interposed between the first electrode and the second electrode and including a light emitting layer, wherein the organic layer includes the condensed ring compound as described above.

According to still another embodiment of the present invention, there is provided a liquid crystal display comprising: a substrate partitioned into a first sub-pixel region, a second sub-pixel region and a third sub-pixel region;

A plurality of first electrodes disposed in the first sub-pixel region, the second sub-pixel region, and the third sub-pixel region, respectively, of the substrate;

A second electrode facing the first electrode;

A light emitting layer interposed between the first electrode and the second electrode; And

A hole transporting region interposed between the light emitting layer and the first electrode;

And the hole transporting region includes the condensed ring compound as described above.

The organic light emitting device including the condensed cyclic compound may have a low driving voltage, a high efficiency, a high luminance, and a long life.

1 is a schematic view illustrating a structure of an organic light emitting diode according to an embodiment of the present invention.
2 is a schematic view illustrating a structure of an organic light emitting diode according to another embodiment of the present invention.
FIG. 3 is a schematic view illustrating a structure of a full-color organic light emitting diode according to an exemplary embodiment of the present invention. Referring to FIG.

BRIEF DESCRIPTION OF THE DRAWINGS The present invention is capable of various modifications and various embodiments, and specific embodiments are illustrated in the drawings and described in detail in the detailed description. The effects and features of the present invention and methods of achieving them will be apparent with reference to the embodiments described in detail below with reference to the drawings. The present invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.

Hereinafter, exemplary embodiments of the present invention will be described in detail with reference to the accompanying drawings, wherein like reference numerals refer to like or corresponding components throughout the drawings, and a duplicate description thereof will be omitted .

In the following examples, the singular forms "a", "an" and "the" include plural referents unless the context clearly dictates otherwise.

In the following embodiments, terms such as inclusive or possessive are intended to mean that a feature, or element, described in the specification is present, and does not preclude the possibility that one or more other features or elements may be added.

In the following embodiments, when a part of a film, an area, a component or the like is on or on another part, not only the case where the part is directly on the other part but also another film, area, And the like.

In the drawings, components may be exaggerated or reduced in size for convenience of explanation. For example, the size and thickness of each component shown in the drawings are arbitrarily shown for convenience of explanation, and thus the present invention is not necessarily limited to those shown in the drawings.

In the present specification, the phrase "(organic layer) includes a condensed ring compound" means that one or more condensed ring compounds belonging to the category of the above formula (1) or (2) May contain at least two kinds of condensed ring compounds. " In this case, the two different condensed ring compounds are present in the same layer (for example, both of the two compounds may exist in the light-emission-assisting layer), or they exist in different layers (for example, One of which is present in the luminescent auxiliary layer and the other of which may be present in the hole transport layer).

In the present specification, the term "organic layer" refers to all single layers and / or plural layers interposed between the first electrode and the second electrode of the organic light emitting device. The material contained in the layer of the "organic layer" is not limited to an organic material.

The condensed ring compound is represented by the following formula 1 or 2, R ₂₁ is a group represented by the formula 8-2; At least one of R ₁₂ to R ₁₆ is a group represented by the following formula (8-1); At least one of R ₂₂ to R ₂₆ is a group represented by the following formula (8-1):

&Lt; Formula 1 > < EMI ID =

&Lt; Formula 8-1 > < EMI ID =

In the above formula (1), X ₁₁ may be selected from a sulfur atom, an oxygen atom and N (R ₁₇ ), and a description of R ₁₇ will be given later.

In the above formula (2), X ₂₁ may be selected from a sulfur atom, an oxygen atom and N (R ₂₇ ), and a description of R ₂₇ will be given later.

In the above formulas (1) and (2), R ₁₁ , R ₁₇ and R ₂₇ are, independently of each other, A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , A phosphoric acid group or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, an unsubstituted 1-substituted or unsubstituted non-condensed polycyclic aromatic group and a substituted or non- It may be selected from aromatic heterocyclic group condensed polycyclic-hwandoen monovalent ratio.

For example, in the above formulas (1) and (2), R ₁₁ , R ₁₇ and R ₂₇ are, independently of each other, Hydrogen, heavy hydrogen, -F, -Cl, -Br, -I, substituted and unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted hwandoen C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted 1, a non-condensed polycyclic aromatic group and a substituted or unsubstituted 1, a non-aromatic heterocyclic group may be selected from a condensed polycyclic group, but not limited to, .

As another example, in the above general formulas (1) and (2), R ₁₁ , R ₁₇ and R ₂₇ , A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms such as hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, propyl, butyl, pentyl, hexyl, A phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A naphthyl group, a phenanthryl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a naphthyl group, A thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, , A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an iso A phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a pyrazolyl group, A phenanthrolyl group, a phenanthryl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, A thiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, A benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzofuranyl group, a benzothiopyranyl group, a benzothiophenol group, Substituted with at least one of -Si (Q ₃₃ ) (Q ₃₄ ) (Q ₃₅ ), benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group and -Si A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, anthracenyl group, fluororanyl group, anthracenyl group, anthracenyl group, anthracenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a corenylenyl group, an ovalenyl group, a pivalenyl group, a pivalenyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl An isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A quinazolinyl group, a benzoquinazolinyl group, a cyano group, a phenanthrene group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; &Lt; / RTI &gt;

Q ₃₃ to Q ₃₅ may be independently selected from a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in the above formulas (1) and (2), R ₁₁ , R ₁₇ and R ₂₇ are, A substituted or unsubstituted phenyl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, , A pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinolinyl group, a phenanthridinyl group, an acridinyl group, , A phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a pyrazinyl group, a pyrazinyl group, a pyridinyl group, possess group and a _{-Si (Q 33) (Q 34} ) (Q 35) of the at least one substituted phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylmethyl group LES, a pyrrolyl group, a thiophenyl group , A furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, A phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzoyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A furanyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; &Lt; / RTI &gt;

Q ₃₃ to Q ₃₅ may be independently selected from a C ₁ -C ₂₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, R ₁₁ , R ₁₇ and R ₂₇ in the general formulas (1) and (2) may be independently selected from the following general formulas (5-1) to (5-10)

Of the above formulas (5-1) to (5-10)

Y ₅₁ is selected from C (R ₅₃ ) (R ₅₄ ), Si (R ₅₃ ) (R ₅₄ ), N (R ₅₃ ), O and S;

R ₅₁ to R ₅₄ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spioro-fluorenyl group, Anthracenyl group, pyranyl group, pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinolyl group, salicylate group, a quinazolinyl group, a carbazole group, a triazinyl group and a _{-Si (Q 33) (Q 34} ) (Q 35); ;

Q ₃₃ to Q ₃₅ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group and a naphthyl group; ;

a51 is selected from 1, 2, 3, 4 and 5;

a52 is selected from 1, 2, 3, 4, 5, 6 and 7;

a53 is selected from 1, 2, 3, 4, 5 and 6;

a54 is selected from 1, 2 and 3;

a55 is selected from 1, 2, 3 and 4;

* Is the binding site with neighboring atoms.

As another example, R ₁₁ , R ₁₇ and R ₂₇ in the general formulas (1) and (2) may be independently selected from the following general formulas (6-1) to (6-59)

Of the above formulas (6-1) to (6-59)

t-Bu is a tert-butyl group;

Ph is a phenyl group;

* Is the binding site with neighboring atoms.

In formulas (1) and (2), R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently represent groups, hydrogen, deuterium, -F, -Cl, -Br, -I, A carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group , A substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted a C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted Or an unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group.

For example, in the general formulas (1) and (2), R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently represent groups, hydrogen, deuterium, -F, -Cl, -Br, A substituted or unsubstituted C ₁ -C ₁₀ alkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl groups, substituted or But are not limited to, unsubstituted monovalent non-aromatic condensed polycyclic groups and substituted or unsubstituted monovalent non-aromatic heteroconjugated polycyclic groups.

As another example, in the general formulas (1) and (2), R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently represent groups, hydrogen, deuterium, -F, -Cl, -Br, A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, a heptyl group, an isobutyl group, an isobutyl group, an isobutyl group, , An indanecyl group, an acenaphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, A perylene group, a pyranyl group, a thiophene group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A phenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group A phenanthrolinyl group, a phenanthryl group, a benzimidazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzoquinazolinyl group, a phenanthridinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, A benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofurano group, A phenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, A benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzofuranyl group, a benzothiopyranyl group, a benzothiophenol group, Substituted with at least one of -Si (Q ₃₃ ) (Q ₃₄ ) (Q ₃₅ ), benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group and -Si A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, anthracenyl group, fluororanyl group, anthracenyl group, anthracenyl group, anthracenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a corenylenyl group, an ovalenyl group, a pivalenyl group, a pivalenyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl An isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A quinazolinyl group, a benzoquinazolinyl group, a cyano group, a phenanthrene group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; &Lt; / RTI &gt;

Q ₃₃ to Q ₃₅ may be independently selected from a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in the above general formulas (1) and (2), R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently represent groups, hydrogen, deuterium, -F, -Cl, -Br A phenyl group, a pyridinyl group, a pyridinyl group, a pyrimidinyl group, a quinolinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, , An isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzothiophenyl group , A triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a pyrazinyl group, a pyrazinyl group, a pyridinyl group, possess group and a _{-Si (Q 33) (Q 34} ) (Q 35) of the at least one substituted phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylmethyl group LES, a pyrrolyl group, a thiophenyl group , A furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, A phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzoyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A furanyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; &Lt; / RTI &gt;

Q ₃₃ to Q ₃₅ may be independently selected from a C ₁ -C ₂₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in the above formulas (1) and (2), R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently of each other may be selected from the group represented by the formula (8-1), hydrogen, a phenyl group and a naphthyl group, But is not limited thereto.

As another example, in the above general formulas (1) and (2), R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ may be independently selected from the groups represented by the above formula (8-1) and hydrogen, but are not limited thereto .

For example, R ₁₂ , R ₁₃ , R ₁₄ , R ₁₅ , or R ₁₆ in Formula 1 may be a group represented by Formula 8-1, but is not limited thereto.

As another example, R ₁₂ in the general formula (1) may be a group represented by the general formula (8-1), but is not limited thereto.

As another example, in the above formula (1), R ₁₅ may be a group represented by the formula (8-1), but is not limited thereto.

For example, R ₂₂ , R ₂₃ , R ₂₄ , R ₂₅ , or R ₂₆ in Formula 2 may be a group represented by Formula 8-1, but is not limited thereto.

As another example, R ₂₅ in the general formula (2) may be a group represented by the general formula (8-1), but is not limited thereto.

In formulas (8-1) and (8-2), L ₈₁ and L ₈₂ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, A substituted or unsubstituted C ₃ -C ₁₀ cycloalkenylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene group, a substituted or unsubstituted C ₆ -C ₃₀ arylene group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted non-2 may be selected from the fused polycyclic aromatic heterocyclic group, aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non.

For example, in the general formulas (8-1) and (8-2), L ₈₁ and L ₈₂ independently represent a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-fluorenyl group A phenanthrene group, an anthracenylene group, a fluoranthenylene group, a triphenylene group, a phenanthrene group, a phenanthrene group, an anthracenylene group, a fluoranthenylene group, a triphenylene group, A perylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, pentaphenylene group, hexacenylene group, pentacenylene group, rubicenylene group, A pyrrolylene group, a thiophenylene group, a furanylene group, an imidazolylene group, a pyrazolylene group, a pyrazolylene group, a pyrazolylene group, an imidazolylene group, A thiazolylene group, an isothiazolylene group, an oxazolylene group, an isooxazolylene group, a pyridinylene group, a pyrazinylene group, an imidazole group, A pyrimidinylene group, a pyridazinylene group, an isoindolylene group, an indolylene group, an indazolylene group, a purinylene group, a quinoline group, A quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinoxalinylene group, A quinazolinylene group, a cinnolinylene group, a carbazolylene group (ca a phenanthridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzoimidazolylene group, a benzopyranylene group, a phenanthridinylene group, a phenanthridinylene group, benzofuranylene group, a benzothiophenylene group, an isobenzothiazolylene group, a benzooxazolylene group, an isobenzooxazolylene group, a triazolylene group, A tetrazolylene group, an oxadiazolylene group, a triazinylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group and a di Benzocarbazolylene group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, Anthracenyl group, anthracenyl group, phenanthrenyl group, phenanthrenyl group, phenanthrenyl group, phenanthryl group, phenanthryl group, phenanthryl group, A fluorenyl group, a fluorenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, , An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, A pyridinyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an imidazolyl group, an imidazolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A phenylene group, a pentalenylene group, an indenylene group, a naphthyl group which is substituted with at least one of a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group and an imidazopyridinyl group, Azulenylene group, heptalenyl group A phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, a phenanthrenylene group, an anthracenylene group, a phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, And examples thereof include a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenenylene group, a triphenylenylene group, a pyrenylene group, a chryshenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, A thiophenylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a pyridinylene group, An isoindolylene group, an indolylene group, an indazolylene group, a prolinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthaloylphenylene group, a phenanthrene group, Naphthylidene group, quinoxalinylene group, , A quinazolinyl group, a quinazolinyl group, a quinazolinyl group, a cyclopentadienyl group, a benzothiophenylene group, a benzothiophenylene group, a benzothiophenylene group, a benzothiophenylene group, And examples thereof include a benzoimidazolyl group, an isobenzothiazolyl group, an isobenzothiazolyl group, a benzooxazolylene group, an isobenzoxazolanylene group, a triazololylene group, a tetrazolylene group, an oxadiazoleisonylene group, a triazienylene group, a dibenzofuranylene group, a dibenzothiophenylene group, And dibenzocarbazolylene groups; , But is not limited thereto.

As another example, in the general formulas (8-1) and (8-2), L ₈₁ and L ₈₂ independently represent a phenylene group, a naphthylene group, a fluorenylene group, a phenanthrenylene group, an anthracenylene group, , A pyrenylene group, a pyrrolylene group, a thiophenylene group, a furanylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, an indolylene group, a quinolinylene group, an isoquinolinylene group, , A naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a carbazolylene group, a phenanthridinylene group, a benzoimidazolylene group, a benzofuranylene group, a benzothiophenylene group, Dibenzofuranylene group and dibenzothiophenylene group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, An anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, A phenanthrenylene group, an anthracenylene group, a triphenylenylene group, a pyrenylene group, a pyrrolylene group, a thiophenylene group, a furanyl group, a thiophenylene group, A phenylene group, a phenanthrene group, a phenanthrene group, A phenanthrenyl group, a benzoquinolinyl group, a benzoquinolinyl group, a benzoquinolinyl group, a benzoquinolinyl group, a benzoquinolinyl group, a benzoquinolinyl group, a benzoquinolinyl group, A benzofuranyl group, a benzothiophenylene group, a triazolylene group, a dibenzofuranyl group and a dibenzothiophenylene group; , But is not limited thereto.

As another example, in the above formulas (8-1) and (8-2), L ₈₁ and L ₈₂ may independently be represented by any one of the following formulas (3-1) to (3-11), but are not limited thereto:

Among the above-mentioned formulas (3-1) to (3-11)

R ₃₁ to R ₃₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spioro-fluorenyl group, Anthracenyl group, pyranyl group, pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinolyl group, A thiazolyl group, a salinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group;

a31 is selected from 1, 2, 3 and 4;

a32 is selected from 1, 2, 3, 4, 5 and 6;

a33 is selected from 1, 2, 3, 4, 5, 6, 7 and 8;

a34 is selected from 1, 2, 3, 4 and 5;

a35 is selected from 1, 2 and 3;

* And * are independent sites of bonding to neighboring atoms.

As another example, in the above formulas (8-1) and (8-2), L ₈₁ and L ₈₂ may independently be represented by any one of the following formulas (4-1) to (4-14), but are not limited thereto:

Of the above formulas (4-1) to (4-14)

* And * are independent sites of bonding to neighboring atoms.

In the formula (8-1), a ₈₁ denotes the number of L ₈₁ , and may be selected from 0, 1, 2, and 3. If a81 is 0 (L _{81) a81;} means a single bond. When a ₈₁ is 2, two L _{81 s} may be the same or different from each other. For example, in formula (8-1), a81 may be selected from 0 and 1, but is not limited thereto.

In the formula (8-2), a82 means the number of L ₈₂ , and may be selected from 0, 1, 2, and 3. If a82 is 0 (L _{82) a82;} means a single bond. When a82 is 2, two L ₈₂ may be the same or different from each other. For example, in the above formula (8-2), a82 may be selected from 0 and 1, but is not limited thereto.

In formulas (8-1) and (8-2), R ₈₁ to R ₈₄ independently represent a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted 1, a non-condensed polycyclic aromatic group and a substituted or unsubstituted Aromatic monovalent non-aromatic heterocyclic polycyclic groups.

For example, in formulas (8-1) and (8-2), R ₈₁ to R ₈₄ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocyclo A substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C _{1 to 60} heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, and substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic groups.

As another example, in formulas (8-1) and (8-2), R ₈₁ to R ₈₄ independently represent a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, A naphthacenyl group, a phenanthryl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, A thiazolyl group, an isothiazolyl group, an indolyl group, an indazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, A pyrrolyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group A phenanthrolinyl group, a phenanthrolinyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, An imidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group , Dibenzothiophenyl group, dibenzoylsilyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group and imidazopyrimidinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, A benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzofuranyl group, a benzothiopyranyl group, a benzothiophenol group, Substituted with at least one of -Si (Q ₃₃ ) (Q ₃₄ ) (Q ₃₅ ), benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group and -Si A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, anthracenyl group, fluororanyl group, anthracenyl group, anthracenyl group, anthracenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a corenylenyl group, an ovalenyl group, a pivalenyl group, a pivalenyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl An isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A quinazolinyl group, a benzoquinazolinyl group, a cyano group, a phenanthrene group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; &Lt; / RTI &gt;

Q ₃₃ to Q ₃₅ may be independently selected from a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in formulas (8-1) and (8-2), R ₈₁ to R ₈₄ independently represent a phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylenyl group, , A thiophenyl group, a furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, A decyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a pyrazinyl group, a pyrazinyl group, a pyridinyl group, possess group and a _{-Si (Q 33) (Q 34} ) (Q 35) of the at least one substituted phenyl group, a naphthyl group, a fluorenyl group, a phenanthrenyl group, an anthracenyl group, a triphenylmethyl group LES, a pyrrolyl group, a thiophenyl group , A furanyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a quinolinyl group, an isoquinolinyl group, A phenanthrolinyl group, a phenazinyl group, a benzofuranyl group, a benzothiophenyl group, a triazinyl group, a dibenzoyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A furanyl group, a dibenzothiophenyl group and a dibenzoylsilyl group; &Lt; / RTI &gt;

Q ₃₃ to Q ₃₅ may be independently selected from a C ₁ -C ₂₀ alkyl group and a C ₆ -C ₆₀ aryl group, but are not limited thereto.

As another example, in the general formulas (8-1) and (8-2), R ₈₁ to R ₈₄ independently of each other may be selected from the following general formulas (5-1) to (5-10)

Of the above formulas (5-1) to (5-10)

Y ₅₁ is selected from C (R ₅₃ ) (R ₅₄ ), Si (R ₅₃ ) (R ₅₄ ), N (R ₅₃ ), O and S;

R ₅₁ to R ₅₄ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spioro-fluorenyl group, Anthracenyl group, pyranyl group, pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinolyl group, salicylate group, a quinazolinyl group, a carbazole group, a triazinyl group and a _{-Si (Q 33) (Q 34} ) (Q 35); ;

Q ₃₃ to Q ₃₅ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group and a naphthyl group; ;

a51 is selected from 1, 2, 3, 4 and 5;

a52 is selected from 1, 2, 3, 4, 5, 6 and 7;

a53 is selected from 1, 2, 3, 4, 5 and 6;

a54 is selected from 1, 2 and 3;

a55 is selected from 1, 2, 3 and 4;

* Is the binding site with neighboring atoms.

As another example, in the general formulas (8-1) and (8-2), R ₈₁ to R ₈₄ independently of each other may be selected from the following general formulas (6-1) to (6-59)

Of the above formulas (6-1) to (6-59)

t-Bu is a tert-butyl group;

Ph is a phenyl group;

* Is the binding site with neighboring atoms.

For example, in the above formula (8-1), N, R ₈₁ and R ₈₂ may optionally form a carbazole, but the present invention is not limited thereto.

For example, in Formula 8-2, N, R ₈₃ and R ₈₄ may optionally form a carbazole, but the present invention is not limited thereto.

In Formulas (8-1) and (8-2), * denotes a bonding site with neighboring atoms.

The condensed ring compound represented by the above formula (1) or (2) may be represented by any one of the following formulas (1-1) to (1-4) and (2-1) to (2-4)

Of the above formulas 1-1 to 1-4 and 2-1 to 2-4,

X ₁₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₁₇ );

X ₂₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₂₇ );

R ₁₁ to R _16, R ₁₇ , R ₂₂ to R _24, R ₂₆ and R ₂₇ , independently of each other, A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , A phosphoric acid group or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, an unsubstituted 1-substituted or unsubstituted non-condensed polycyclic aromatic group and a substituted or non- It is selected from the aromatic heterocyclic group condensed polycyclic-hwandoen monovalent ratio;

L ₈₁ and L ₈₂ each independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo alkenylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, a substituted or unsubstituted C ₆ -C ₃₀ arylene group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted Aromatic divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group;

a81 and a82 are independently selected from 0, 1, 2 and 3;

R ₈₁ to R ₈₄ independently represent a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, An unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkane Substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl groups, substituted or unsubstituted C ₆ -C ₆₀ aryl groups, substituted or unsubstituted C ₆ -C ₆₀ aryloxy groups, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent ring non-fused polycyclic aromatic group and a substituted or unsubstituted monovalent ring non-aromatic heterocyclic group condensed polycyclic &Lt; / RTI &gt;

Optionally, N, R &lt; ₈₁ &gt; and R &lt; ₈₂ &gt; may form a carbazole;

Alternatively, N, R ₈₃ and R ₈₄ may form a carbazole;

* Is the binding site with neighboring atoms.

For example, in formulas 1-1 to 1-4 and 2-1 to 2-4, R ₁₁ to R _14, R _16, R ₁₇ , R ₂₂ to R _24, R ₂₆ , R ₂₇ , R ₈₁ to R ₈₄ may be independently selected from the following formulas (5-1) to (5-10), but are not limited thereto.

For example, in Formulas 1-1 to 1-4 and 2-1 to 2-4, L ₈₁ and L ₈₂ may be independently represented by any one of Formulas 3-1 to 3-11, But is not limited thereto.

For example, in the above formulas 1-1 to 1-4 and 2-1 to 2-4, a81 and a82 may be independently selected from 0 and 1, but are not limited thereto.

The condensed ring compound represented by the above formula (1) or (2) may be represented by any one of the following compounds 1 to 67, but is not limited thereto:

The condensed ring compound represented by the above formula (1) or (2) may have a high electron transporting property and a high hole transporting property.

Specifically, since the amine group is not attached to the carbon atom 2 of benzothiophene, benzofuran or indole (see Formula 1 below), the electrical stability and robustness of the compound can be enhanced.

&Lt; Formula (1) &gt;

Specifically, by not substituting two or more amine groups in the same linker (see the following Chemical Formula 1), the electrical stability of the compound can be improved.

&Lt; Formula 1 &

Accordingly, the organic light emitting device employing the condensed cyclic compound represented by the above formula (1) or (2) can have low driving voltage, high efficiency, high brightness and long life.

The condensed ring compound represented by the above formula (1) or (2) can be synthesized by a known organic synthesis method. The method of synthesizing the condensed ring compound represented by the above formula (1) or (2) can be recognized by those skilled in the art with reference to the following examples.

The condensed ring compound represented by Formula 1 or 2 may be used between a pair of electrodes of the organic light emitting device. Thus, the first electrode; A second electrode; And an organic layer interposed between the first electrode and the second electrode and including a light emitting layer, wherein the organic layer is provided with at least one condensed ring compound represented by the above formula (1) or (2) .

Further comprising a hole transporting region in which the organic layer is interposed between the first electrode and the light emitting layer; The hole transporting region may include, but is not limited to, the condensed ring compound.

For example, the organic layer further includes a hole transporting region interposed between the first electrode and the light emitting layer; Wherein the hole transporting region comprises a hole transporting layer; The hole transport layer may include the condensed ring compound, but is not limited thereto.

As another example, the organic layer further includes a hole transporting region interposed between the first electrode and the light emitting layer; The hole transporting region includes a hole transporting layer; And an emission auxiliary layer interposed between the hole transport layer and the emission layer; And the hole transport layer may include the condensed ring compound, but the present invention is not limited thereto.

As another example, the organic layer further includes a hole transporting region interposed between the first electrode and the light emitting layer; The hole transporting region includes a hole transporting layer; And an emission auxiliary layer interposed between the hole transport layer and the emission layer; And the light-emitting auxiliary layer may include the condensed ring compound, but is not limited thereto.

As another example, the organic layer further includes a hole transporting region interposed between the first electrode and the light emitting layer; The hole transporting region includes a hole transporting layer; And an emission auxiliary layer interposed between the hole transport layer and the emission layer; And the hole transporting layer and the light emitting auxiliary layer may include the condensed ring compound, but the present invention is not limited thereto. In this case, the condensed ring compound contained in the hole transport layer and the condensed ring compound included in the light-emitting auxiliary layer may be the same or different.

1 is a schematic cross-sectional view of an organic light emitting device according to an embodiment of the present invention. Hereinafter, a structure and a manufacturing method of an organic light emitting diode according to an embodiment of the present invention will be described with reference to FIG.

A substrate may be further disposed below the first electrode 110 or over the second electrode 190 of FIG. The substrate may be a glass substrate or a transparent plastic substrate having excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and waterproofness.

The first electrode 110 may be formed, for example, by providing a first electrode material on the substrate using a deposition method, a sputtering method, or the like. When the first electrode 110 is an anode, the first electrode material may be selected from materials having a high work function to facilitate hole injection. The first electrode 110 may be a reflective electrode, a transflective electrode, or a transmissive electrode. As the material for the first electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO ₂ ), zinc oxide (ZnO) and the like which are transparent and excellent in conductivity can be used. (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), or the like is used as the first electrode material for forming the first electrode 110 which is a translucent electrode or a reflective electrode. ), Magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag).

The first electrode 110 may have a single layer or a multilayer structure having a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO / Ag / ITO, but the present invention is not limited thereto.

An organic layer 150 is disposed on the first electrode 110. The organic layer 150 includes a light emitting layer 160.

The organic layer 150 may further include a hole transport region 130 interposed between the first electrode and the light emitting layer. The organic layer 150 may further include an electron transport region 180 interposed between the light emitting layer and the second electrode.

The hole transporting region 130 may further include at least one of a hole injecting layer (HIL), a hole transporting layer (HTL), a light emitting auxiliary layer 140, and an electron blocking layer (EBL) . The electron transport region 180 may include at least one of a hole blocking layer (HBL), an electron transport layer (ETL), and an electron injection layer (EIL). However, the present invention is not limited thereto.

The hole transporting region may have a single layer made of a single material, a single layer made of a plurality of different materials, or a multi-layered structure having a plurality of layers made of a plurality of different materials.

For example, the hole transporting region may have a structure of a single layer made of a plurality of different materials, or may be a hole injection layer / hole transporting layer, a hole injecting layer / a hole transporting layer / a light emitting layer An auxiliary layer, a hole injecting layer, a light emitting auxiliary layer, a hole transporting layer, and a light emitting auxiliary layer.

When the hole transporting region includes a hole injection layer, a vacuum evaporation method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging (LITI) The hole injection layer may be formed on the first electrode 110 by using various methods.

When the hole injection layer is formed by vacuum deposition, the deposition conditions may include, for example, a deposition temperature of about 100 to about 500 DEG C, a vacuum degree of about 10 ^-8 to about ^10-3 torr, and a deposition rate of about 0.01 to about 100 A / sec The hole injection layer structure to be formed and the hole injection layer structure to be formed within the deposition rate range of the hole injection layer to be formed.

When the hole injection layer is formed by the spin coating method, the coating conditions include a compound for a hole injection layer to be deposited and a hole for formation to be formed within a range of a coating speed of about 2000 rpm to about 5000 rpm and a heat treatment temperature range of about 80 [ Can be selected in consideration of the injection layer structure.

When the hole transporting region includes a hole transporting layer, the hole transporting layer may be formed by a vacuum evaporation method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging The hole transport layer may be formed on the first electrode 110 or on the hole injection layer using various methods. When the hole transport layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the hole transport layer refer to the deposition conditions and the coating conditions of the hole injection layer.

The hole-transporting region may be a condensed ring compound represented by Formula 1 or 2, m-MTDATA, TDATA, 2-TNATA, NPB, beta-NPB, TPD, Spiro-TPD, Spiro- NPB, , TCTA (4,4 ', 4 "-tris (N-carbazolyl) triphenylamine), PANI / DBSA (Polyaniline / Dodecylbenzenesulfonic acid: / PEDOT / PSS (poly (3,4-ethylenedioxythiophene) / poly (4-styrenesulfonate): poly (3,4-ethylenedioxythiophene) / CSA (polyaniline / camphor sulfonic acid: polyaniline / camphorsulfonic acid), PANI / PSS (polyaniline) / poly (4-styrenesulfonate) May include at least one of the compounds represented by Formula 202:

&Lt; Formula 201 >

&Lt; EMI ID =

Of the above formulas (201) and (202)

The descriptions of L ₂₀₁ to L ₂₀₅ are independent of each other, see the description of L ₈₁ in this specification;

xa1 to xa4 are independently selected from 0, 1, 2 and 3;

xa5 is selected from 1, 2, 3, 4 and 5;

The descriptions of R ₂₀₁ to R ₂₀₅ independently of each other, refer to the description of R ₁₁ in the present specification.

For example, of the above formulas (201) and (202)

L ₂₀₁ to L ₂₀₅ independently from each other,

A phenylene group, a phenanthrene group, an anthracenylene group, a pyrenylene group, a chrysenylene group, a pyridinyl group, a pyrenyl group, a pyrenyl group, A phenylene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, Naphthylenylene group, fluorenylene group, spiro-fluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrenylene group, phenanthrenylene group, and phenanthrenylene group which are substituted with at least one of a hydrogen atom, Anthracenylene group, pyrenylene group, klychenylene group, pyridinylene , A pyrazinyl group, a pyrimidinyl group, a group pyridazinyl, quinolinyl group, isoquinolinyl group, quinoxalinyl carbonyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; ;

xa1 to xa4 are, independently of each other, 0, 1 or 2;

xa &lt; 5 &gt; is 1, 2 or 3;

R ₂₀₁ to R ₂₀₅ independently represent a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, A cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, a cyclohexyl group, And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A halogen atom, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, an azulenyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, Anthracenyl group, pyrenyl group, chrysenyl group, pyridinyl group, pyranyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazole A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, A pyridinyl group, a pyrazinyl group, a pyrimidinyl group, Florida possess group, a quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazole group possess; , But is not limited thereto.

The first hole-transporting compound represented by Formula 201 may be represented by Formula 201A below:

&Lt; Formula 201A >

For example, the first hole-transporting compound represented by Formula 201 may be represented by the following Formula 201A-1, but is not limited thereto:

<Formula 201A-1>

The first hole-transporting compound represented by the formula (202) may be represented by the following formula (202A), but is not limited thereto:

&Lt; Formula 202A >

The description of L ₂₀₁ to L ₂₀₃ , xa 1 to xa 3, xa 5 and R ₂₀₂ to R ₂₀₄ in the above formulas 201A, 201A-1 and 202A is the same as that described in this specification, and R ₂₁₁ and R ₂₁₂ are the same as R ₂₀₃ R ₂₁₃ to R ₂₁₆ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, jongi, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C _A C ₁ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₆ -C ₆₀ arylox A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic heterocyclic polycyclic group; &Lt; / RTI &gt;

For example, In the formula, 201A, 201A-1 and 202A, L ₂₀₁ to L ₂₀₃ are independently of each other, a phenyl group, a naphthyl alkylenyl group, a fluorenyl group, a spy-fluorenyl group, a benzo fluorenyl A phenanthrenylene group, a phenanthrene group, a pyrenylene group, a chryshenylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyridazinylene group, a quinolinylene group, an iso Quinolinylene group, quinoxalinylene group, quinazolinylene group, carbazolylene group and triazylene group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group such as a pyranyl group, a pyranyl group, a pyrenyl group, A phenylene group, a phenanthrenylene group, an anthracenylene group, a phenanthrenylene group, an anthracenylene group, a naphthylene group, , Pyrenylene group, chryshenylene group, pyridinylene , A pyrazinyl group, a pyrimidinyl group, a group pyridazinyl, quinolinyl group, isoquinolinyl group, quinoxalinyl carbonyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; ;

xa1 to xa3 are, independently of each other, 0 or 1;

R ₂₀₃ , R ₂₁₁ and R ₂₁₂ independently represent a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group such as a pyranyl group, a pyranyl group, a pyrenyl group, A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klycenyl group , A pyridinyl group, a pyrazinyl group, a pyrimidinyl group, Florida possess group, a quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazole group possess; ;

R ₂₁₃ and R ₂₁₄ independently represent a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, An anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, a pyridinyl group, a pyranyl group, a pyranyl group, a pyranyl group, a pyranyl group, A C ₁ -C ₂₀ alkyl group substituted with at least one member selected from the group consisting of a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group, A C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group such as a pyranyl group, a pyranyl group, a pyrenyl group, A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klycenyl group , A pyridinyl group, a pyrazinyl group, a pyrimidinyl group, Florida possess group, a quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazole group possess; ;

R ₂₁₅ and R ₂₁₆ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof,

A C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, An anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, a pyridinyl group, a pyranyl group, a pyranyl group, a pyranyl group, a pyranyl group, A C ₁ -C ₂₀ alkyl group substituted with at least one member selected from the group consisting of a pyridyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group, A C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group and a triazinyl group; And

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group such as a pyranyl group, a pyranyl group, a pyrenyl group, A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klycenyl group , A pyridinyl group, a pyrazinyl group, a pyrimidinyl group, Florida possess group, a quinolinyl group, an isoquinolinium group, a quinoxaline group salicylate group, a quinazolinyl group and a triazinyl; ;

xa5 is 1 or 2;

In the above formulas 201A and 201A-1, R ₂₁₃ and R ₂₁₄ may combine with each other to form a saturated or unsaturated ring.

The compound represented by Formula 201 and the compound represented by Formula 202 may include the following compounds HT1 to HT20, but are not limited thereto.

The thickness of the hole transporting region may be from about 100 A to about 10,000 A, for example, from about 100 A to about 1000 A. When the hole transporting region includes both the hole injecting layer and the hole transporting layer, the thickness of the hole injecting layer is about 100 Å to about 10,000 Å, for example, about 100 Å to about 1000 Å, and the thickness of the hole transporting layer is about 50 Å For example, from about 100 A to about 1500 A, for example. When the thicknesses of the hole transporting region, the hole injecting layer, and the hole transporting layer satisfy the above-described ranges, satisfactory hole transporting characteristics can be obtained without substantially increasing the driving voltage.

In addition to the materials described above, the hole transporting region may further include a charge-generating material for improving conductivity. The charge-generating material may be uniformly or non-uniformly dispersed within the hole transport region.

The charge-producing material may be, for example, a p-dopant. The p-dopant may be one of a quinone derivative, a metal oxide, and a cyano group-containing compound, but is not limited thereto. For example, non-limiting examples of the p-dopant include tetracyanoquinodimethane (TCNQ) and 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinone di Quinone derivatives such as phosphorus (F4-TCNQ); Metal oxides such as tungsten oxide and molybdenum oxide; And the following compound HT-D1, but the present invention is not limited thereto.

<Compound HT-D1> <F4-TCNQ>

In the organic light emitting device, when the hole injection into the light emitting layer is less than the electron injection, the exciton generated in the light emitting layer may collide with an excessive amount of electrons. Accordingly, exciton-polaron quenching occurs in the light emitting layer, and the excitons in the light emitting layer are dissociated, thereby reducing the efficiency of the organic light emitting device. In addition, since the difference between the hole injection amount and the electron injection amount becomes larger under a high electric current, a phenomenon in which the efficiency decreases more remarkably at high electric current, that is, roll-off phenomenon appears.

The condensed cyclic compound represented by the above formula (1) or (2) facilitates injection of holes from the hole transport region into the light emitting layer, thereby enhancing the charge balance in the light emitting layer. Accordingly, the efficiency of the organic light emitting device including the condensed cyclic compound represented by Formula 1 or 2 can be increased, and the roll-off phenomenon can be reduced.

In addition, the condensed cyclic compound represented by the above formula (1) or (2) has high thermal stability, so that the efficiency of the organic light emitting device including the condensed cyclic compound may be small.

A vacuum deposition method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging (LITI) method, or the like is performed on the first electrode 110 or the hole transporting region. ) And the like are used to form a light emitting layer. When the light emitting layer is formed by the vacuum deposition method and the spin coating method, the deposition condition and the coating condition of the light emitting layer refer to the deposition condition and the coating condition of the hole injection layer.

When the organic light emitting device 10 is a full color organic light emitting device, it may be patterned into a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each light emitting layer and individual sub-pixels. Alternatively, the light emitting layer may have a structure in which a red light emitting layer, a green light emitting layer, and a blue light emitting layer are laminated or a structure in which a red light emitting material, a green light emitting material and a blue light emitting material are mixed without layering, and emits white light. Alternatively, the light emitting layer may be a white light emitting layer, and may further include a color converting layer or a color filter that converts the white light into light of a desired color.

The light emitting layer may include a host and a dopant.

The host may comprise at least one of the following TPBi, TBADN, ADN, CBP, CDBP and TCP:

Or the host may include a compound represented by the following formula (301).

&Lt; Formula 301 >

Ar ₃₀₁ - [(L ₃₀₁ ) _{xb 1} -R ₃₀₁ ] _{xb 2}

In Formula _301, Ar 301 is

And examples thereof include naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene, But are not limited to, fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, Indenoanthracene;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocyclo alkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ - C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 301) (Q 302} ) (Q 303) ( Q ₃₀₁ to Q ₃₀₃ are the independently from each other , Naphthalene, heptarene, flu, substituted with at least one selected from hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₆ -C ₆₀ aryl group and a C ₁ -C ₆₀ heteroaryl group. Ore, spiro-fluorene, Division fluorene, dibenzo fluorene, page nalren, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, Cry Sen, naphthacene, pisen, perylene, penta pen and indeno anthracene; ;

For a description of L ₃₀₁ , see the discussion of L ₂₀₁ herein;

R ₃₀₁ is

A C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, , group possess is, pyrimidinyl group, pyridyl group pyrazinyl, quinolinyl group, an isoquinolinium group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazinyl group optionally substituted with at least one selected from, C ₁ -C ₂₀ An alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a carbazolyl group, and an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, A phenanthrenyl group, an anthracenyl group, a pyrenyl group, a pyrenyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, A benzyl group, a benzyl group, a benzyl group, a benzyl group, A pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazole group and a triazinyl group; ;

xb1 is selected from 0, 1, 2 and 3;

xb2 is selected from 1, 2, 3 and 4.

For example, in Formula 301,

L ₃₀₁ ,

A phenylene group, a phenanthrene group, an anthracenylene group, a pyrenylene group and a chrysene ring group; a phenylene group, a naphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrenylene group, And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, Naphthylene group, fluorenylene group, spiro-fluorenrenylene group, benzofluorenylene group, dibenzofluorenylenylene group, dibenzofluorenylene group, and dibenzofluorenylene group which are substituted with at least one selected from anthracenyl, pyrenyl and klycenyl, , Phenanthrenylene group, anthracenylene group, pyrenylene group and chrysenylene group; ;

R ₃₀₁ is

A C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, At least one selected from the group consisting of a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, and a klycenyl group A substituted C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group and a klycenyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₁ -C ₂₀ alkyl, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, A phenanthryl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, A cenyl group, a pyrenyl group and a crycenyl group; , But is not limited thereto.

The compound represented by Formula 301 may include, but is not limited to, at least one of the following compounds H1 to H42:

Alternatively, the host may include, but is not limited to, at least one of the following compounds H43 to H49:

The dopant may further include at least one of a fluorescent dopant and a phosphorescent dopant.

For example, the fluorescent dopant may comprise at least one of the following DPAVBi, BDAVBi, TBPe, DCM, DCJTB, Coumarin 6 and C545T:

The fluorescent dopant may include a compound represented by the following formula (501): &lt; EMI ID =

<Formula 501>

In the above formula (501)

Ar ₅₀₁ is a naphthalene, heptalene, fluorenene, spiro-fluorene, benzofluorene, dibenzofluorene, phenalene, phenanthrene, anthracene ), Fluoranthene, triphenylene, pyrene, chrysene, naphthacene, picene, perylene, pentaphene, And indenoanthracene;

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A C ₁ -C ₆ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 501) (Q 502} ) (Q 503) ( Q ₅₀₁ to Q ₅₀₃ are the independently from each other, hydrogen , A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₆ -C ₆₀ aryl group and a C ₁ -C ₆₀ heteroaryl group), naphthalene, heptalene, fluorene, Spiro-fluorene, Ben Fluorene, dibenzo fluorene, page nalren, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, Cry Sen, naphthacene, pisen, perylene, penta pen and indeno anthracene; ;

The descriptions of L ₅₀₁ to L ₅₀₃ refer to the description of L ₂₀₁ in the present specification, respectively;

R ₅₀₁ and R ₅₀₂ , independently of each other,

Phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazole, triazinyl, dibenzofuranyl and dibenzothiophenyl; And

Heavy hydrogen, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone jongi, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, C ₁ -C ₂₀ alkyl group, C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spy-fluorenyl group, a fluorenyl group benzo, dibenzo-fluorenyl group, a phenanthrenyl group, an anthracenyl group, a pie LES group, a hexenyl group Cry A pyridinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a dibenzofurancyl group, Thiophenyl group, phenyl, naphthyl, fluorenyl, spiro-fluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Decyl, pyrazinyl, pyrimidinyl Decyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazinyl and dibenzofuranyl and dibenzothiophenyl; ;

xd1 to xd3 are independently selected from 0, 1, 2 and 3;

xd4 is selected from 1, 2, 3 and 4.

The fluorescent dopant may comprise at least one of the following compounds FD1 to FD8:

For example, the phosphorescent dopant may comprise an organometallic complex represented by Formula 401:

&Lt; Formula 401 >

In the above formula (401)

M is selected from iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and thorium (TM);

X ₄₀₁ to X ₄₀₄ independently represent a nitrogen atom or a carbon atom;

The A ₄₀₁ and A ₄₀₂ rings may be, independently of one another, substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted fluorene, substituted or unsubstituted spirofluorene, substituted or unsubstituted indene Substituted or unsubstituted thiophenes, substituted or unsubstituted thiophenes, substituted or unsubstituted furan, substituted or unsubstituted imidazoles, substituted or unsubstituted pyrazoles, substituted or unsubstituted thiols, substituted or unsubstituted thiophenes, Substituted or unsubstituted thiazoles, substituted or unsubstituted isothiazoles, substituted or unsubstituted oxazoles, substituted or unsubstituted isoxazoles, substituted or unsubstituted pyridines, substituted or unsubstituted pyrazines, substituted or unsubstituted pyrimidines, Substituted or unsubstituted quinoxaline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, substituted or unsubstituted quinazoline, Substituted or unsubstituted benzoimidazoles, substituted or unsubstituted benzofuran, substituted or unsubstituted benzothiophenes, substituted or unsubstituted isobenzothiophenes, substituted or unsubstituted benzothiophenes, substituted or unsubstituted benzothiophenes, Substituted or unsubstituted benzoxazole, substituted or unsubstituted benzoxazole, substituted or unsubstituted isobenzoxazole, substituted or unsubstituted triazole, substituted or unsubstituted oxadiazole, substituted or unsubstituted triazine, substituted or unsubstituted dibenzofuran, And substituted or unsubstituted dibenzothiophene;

The substituted benzene, substituted naphthalene, substituted fluorene, substituted spiro-fluorene, substituted indene, substituted pyrrole, substituted thiophene, substituted furan, substituted imidazole, substituted pyrazole, Substituted thiazoles, substituted thiazoles, substituted isothiazoles, substituted oxazoles, substituted isoxazoles, substituted pyridines, substituted pyrazines, substituted pyrimidines, substituted pyridazines, substituted quinolines, substituted isoquinolines, Substituted quinoxaline, substituted quinazoline, substituted carbazole, substituted benzoimidazole, substituted benzofuran, substituted benzothiophene, substituted isobenzothiophene, substituted benzoxazole, substituted iso At least one substituent of the benzooxazole, the substituted triazole, the substituted oxadiazole, the substituted triazine, the substituted dibenzofuran and the substituted dibenzothiophene,

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, salt, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group (aryloxy) group, a C ₆ -C ₆₀ arylthio (arylthio) group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, -N _{(Q 401) (Q 402)} , -Si (Q 403) (Q 404) (Q 405) and -B (Q ₄₀₆₎ at least one substituted, C ₁ -C ₆₀ alkyl group of the (Q _407), C ₂ - A C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, and a C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

A hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, A C ₁ -C ₆ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ a heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic _{group, -N (Q 411) (Q} 412), -Si (Q 413) (Q 414) (Q 415) and - _{B (Q 416) (Q 417} ) of the at least one substituted, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group , C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ Interrogating an aryl group, a monovalent non-aromatic condensed polycyclic group, and 1 is a non-aromatic heterocyclic group, fused polycyclic; And

Q ₄₂₁ , Q ₄₂₂ , Q ₄₂₃ , Q ₄₂₄ , Q ₄₂₅ , and -B Q ₄₂₆ , Q ₄₂₇ ; ;

L ₄₀₁ is an organic ligand;

xc1 is 1, 2 or 3;

xc2 is 0, 1, 2 or 3;

Q ₄₀₁ to Q ₄₀₇ , Q ₄₁₁ to Q ₄₁₇ and Q ₄₂₁ to Q ₄₂₇ are independently of each other, hydrogen, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₆ -C ₆₀ aryl group And a C ₁ -C ₆₀ heteroaryl group;

The L ₄₀₁ may be any monovalent, divalent or trivalent organic ligand. For example, L ₄₀₁ may be a halogen ligand (e.g. Cl, F), a diketone ligand (e.g., acetylacetonate, 1,3-diphenyl-l, 3- propanedionate, 6,6-tetramethyl-3,5-heptanedionate, hexafluoroacetonate), carboxylic acid ligands (e.g., picolinate, dimethyl-3-pyrazolecarboxylate, benzoate), carbon But are not limited to, monooxide ligands, isonitrile ligands, cyano ligands, and phosphorus ligands (e.g., phosphine, phosphaite).

If the formula of A 401 ₄₀₁ is to have two or more substituents, bonded to each other at least two substituents of A ₄₀₁ can form a saturated or unsaturated ring.

If the formula of A 401 ₄₀₂ is to have two or more substituents, bonded to each other at least two substituents of A ₄₀₂ can form a saturated or unsaturated ring.

는 서로 동일하거나 상이할 수 있다. 상기 화학식 401 중 xc1이 2 이상일 경우, A₄₀₁ 및 A₄₀₂는 각각 이웃하는 다른 리간드의 A₄₀₁ 및 A₄₀₂와 각각 직접(directly) 또는 연결기(예를 들면, C₁-C₅알킬렌기, C₂-C₅알케닐렌기, -N(R')-(여기서, R'은 C₁-C₁₀알킬기 또는 C₆-C₂₀아릴기임) 또는 -C(=O)-)를 사이에 두고 연결될 수 있다.When xc1 in Formula 401 is 2 or more, a plurality of ligands of Formula 401

May be the same or different from each other. If the formula xc1 401 is 2 or more of, A ₄₀₁ and A ₄₀₂ may be, for each of the other ligands neighboring A and ₄₀₁ respectively direct and A ₄₀₂ (directly) or linking group (e.g., C ₁ -C ₅ alkylene group, C ₂ -C ₅ alkenylene, -N (R ') - (wherein, R' - can be connected across a) is C ₁ -C ₁₀ alkyl or C ₆ -C ₂₀ aryl group), or -C (= O) have.

The phosphorescent dopant may include, but is not limited to, at least one of the following compounds PD1 to PD74:

Alternatively, the phosphorescent dopant may comprise the following PtOEP:

The content of the dopant in the light emitting layer may be selected from the range of about 0.01 to about 15 parts by weight based on 100 parts by weight of the host, but is not limited thereto.

The thickness of the light emitting layer may be about 100 Å to about 1,000 Å, for example, about 200 Å to about 600 Å. When the thickness of the light-emitting layer satisfies the above-described range, it is possible to exhibit excellent light-emitting characteristics without substantial increase in driving voltage.

Next, an electron transporting region 180 may be disposed above the light emitting layer.

The electron transport region 180 may include at least one of a hole blocking layer, an electron transport layer (ETL), and an electron injection layer, but is not limited thereto.

For example, the electron transporting region may have a structure of an electron transporting layer, an electron transporting layer / electron injecting layer or a hole blocking layer / electron transporting layer / electron injecting layer sequentially stacked from the light emitting layer, but the present invention is not limited thereto.

The electron transporting region may include a hole blocking layer. The hole blocking layer may be formed to prevent the triplet excitons or holes from diffusing into the electron transporting layer when the light emitting layer is a phosphorescent dopant.

When the electron transporting region includes a hole blocking layer, a vacuum evaporation method, a spin coating method, a casting method, an LB method (Langmuir-Blodgett), an inkjet printing method, a laser printing method, a laser induced thermal imaging (LITI) The hole blocking layer may be formed on the light emitting layer. When the hole blocking layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the hole blocking layer refer to the deposition conditions and the coating conditions of the hole injection layer.

The hole blocking layer may include, for example, at least one of the following BCP and Bphen, but is not limited thereto.

The thickness of the hole blocking layer may be about 20 Å to about 1000 Å, for example, about 30 Å to about 300 Å. When the thickness of the hole blocking layer satisfies the above-described range, excellent hole blocking characteristics can be obtained without increasing the driving voltage substantially.

The electron transporting region may include an electron transporting layer. The electron transport layer may be formed using various methods such as vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, and laser induced thermal imaging (LITI) And may be formed on the light emitting layer or on the hole blocking layer. When the electron transport layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the electron transport layer refer to the deposition conditions and coating conditions of the hole injection layer.

The electron transport layer may include at least one of the BCP, Bphen and to Alq _3, Balq, TAZ and NTAZ.

Alternatively, the electron transporting layer may include at least one of the compounds represented by the following formula (601):

<Formula 601>

Ar ₆₀₁ - [(L ₆₀₁ ) _{xe 1} -E ₆₀₁ ] _{xe 2}

In the above formula (601)

Ar ₆₀₁ refers to Ar ₃₀₁ in the specification;

For a description of L ₆₀₁ , see the discussion of L ₂₀₁ herein;

E ₆₀₁ ,

A pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, isoxazolyl, isoxazolyl, pyridinyl, pyrimidinyl, pyridazinyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthyridinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group (ben and examples thereof include benzofuranyl, benzofuranyl, benzofuranyl, benzofuranyl, zofuranyl, benzothiophenyl, isobenzothiazolyl, benzooxazolyl, isobenzooxazolyl, triazolyl, tetrazolyl, Oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group and dibenzocarbazolyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, , A spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, A thiophenyl group, an imidazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, a pyrazolyl group, , Thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group , A quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, At least one of an oxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group and a dibenzocarbazolyl group A thiazolyl group, a thiazolyl group, an isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, a pyrimidinyl group, An isoindolyl group, an indole group A carbazolyl group, a carbazolyl group, a phenanthryl group, an imidazolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A benzothiophene group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, A thiol group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group and a dibenzocarbazolyl group; ;

xe1 is selected from 0, 1, 2 and 3;

xe2 is selected from 1, 2, 3 and 4.

Alternatively, the electron transporting layer may include at least one of compounds represented by the following formula (602):

<Formula 602>

In the above formula (602)

₆₁₁ X is N or _{C- (L 611) xe611 -R 611} , X 612 is N or _{C- (L 612) xe612 -R 612} , X 613 is N or C- (L _{613) xe613} -R _613, and , At least one of X ₆₁₁ to X ₆₁₃ is N;

For a description of each of L ₆₁₁ to L ₆₁₆ , refer to the description of L ₂₀₁ in this specification;

R ₆₁₁ to R ₆₁₆ , independently of each other,

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, a klychenyl group, a pyridinyl group, , A pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group; And

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, an azulenyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A phenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group, Naphthyl group, fluorenyl group, spiro-fluorenyl group, benzofluorenyl group, dibenzofluorenyl group, phenanthrenyl group, anthracenyl group, pyrene group substituted with at least one of a carbazolyl group and a triazinyl group, A thienyl group, a thienyl group, a thienyl group, a thienyl group, a thienyl group, , Pyridazinyl group, quinolinyl group, isoquinolinyl group, quinoxalinyl group, quinazolinyl group, carbazolyl group and triazinyl group; ;

xe611 to xe616 are independently selected from 0, 1, 2 and 3;

The compound represented by Formula 601 and the compound represented by Formula 602 may include at least one of the following compounds ET1 to ET15.

The thickness of the electron transporting layer may be about 100 Å to about 1000 Å, for example, about 150 Å to about 500 Å. When the thickness of the electron transporting layer satisfies the above-described range, satisfactory electron transporting characteristics can be obtained without substantially increasing the driving voltage.

The electron transporting layer may further include a metal-containing material in addition to the above-described materials.

The metal-containing material may comprise a Li complex. The Li complex may include, for example, the following compound ET-D1 (lithium quinolate, LiQ) or ET-D2.

The electron transport region may include an electron injection layer that facilitates electron injection from the second electrode 190.

The electron injection layer may be formed on the electron transport layer by various methods such as a vacuum deposition method, a spin coating method, a casting method, an LB method, an inkjet printing method, a laser printing method, and a laser thermal transfer method. When the electron injection layer is formed by the vacuum deposition method and the spin coating method, the deposition conditions and the coating conditions of the electron injection layer refer to the deposition conditions and coating conditions of the hole injection layer.

The electron injection layer is, for example, may include at least one selected from the group consisting of LiF, NaCl, CsF, Li ₂ O, BaO and LiQ.

The thickness of the electron injection layer may be from about 1 A to about 100 A, and from about 3 A to about 90 A. When the thickness of the electron injection layer satisfies the above-described range, satisfactory electron injection characteristics can be obtained without substantially increasing the driving voltage.

The second electrode 190 is disposed on the organic layer 150 as described above. The second electrode 190 may be a cathode, which is an electron injection electrode. At this time, the material for the second electrode 190 may be a metal, an alloy, an electrically conductive compound having a low work function, Can be used. Specific examples of the material for the second electrode 190 include Li, Mg, Al, Al-Li, Ca, Mg-In, , Magnesium-silver (Mg-Ag), and the like. Alternatively, ITO or IZO may be used as the material for the second electrode 190. The second electrode 190 may be a reflective electrode, a transflective electrode, or a transmissive electrode.

In one embodiment, the light-emitting auxiliary layer 140 may be present at any position in the hole transporting region 130. At this time, the materials included in the light-emission-assisting layer and the hole transporting layer may be different from each other.

The organic light emitting device has been described above with reference to FIG. 1, but the present invention is not limited thereto.

2 is a schematic cross-sectional view of an organic light emitting diode according to another embodiment of the present invention.

In another embodiment, the light-emission-assisting layer 240 may be located adjacent to the light-emitting layer 260. At this time, the materials included in the light-emission-assisting layer and the hole transporting layer may be different from each other.

Description of the first electrode 210, the hole transporting region 230, the light emission assisting layer 240, the organic layer 250, the light emitting layer 260, the electron transporting region 280 and the second electrode 290 will be described with reference to FIG. 1 . &Lt; / RTI &gt;

The organic light emitting device has been described above with reference to FIG. 2. However, the present invention is not limited thereto.

3 is a schematic cross-sectional view of a full-color organic light emitting device according to an embodiment of the present invention.

The substrate 310 of the organic light emitting diode 30 of FIG. 3 is divided into a first sub-pixel region, a second sub-pixel region, and a third sub-pixel region.

A first sub-pixel is formed in the first sub-pixel region, a second sub-pixel is formed in the second sub-pixel region, and a third sub-pixel is formed in the third sub-pixel region.

A plurality of first electrodes (321, 322, 323) are arranged in each of the first sub-pixel region, the second sub-pixel region and the third sub-pixel region of the substrate. That is, the first electrode 321 is disposed in the first sub-pixel region, the first electrode 322 is disposed in the second sub-pixel region, and the first electrode 323 is disposed in the third sub- .

A hole transport region 340 is disposed on the first electrodes 321, 322, and 323. The hole transport region 340 may be formed as a common layer on the first electrodes 321, 322, and 323. The hole transport region 340 may include a first hole transport region formed in the first sub-pixel region; A second hole transporting region formed in the second sub-pixel region; And a third hole transporting region formed in the third sub-pixel region; . &Lt; / RTI &gt; The hole transporting region may include the condensed ring compound represented by the above formula (1) or (2).

A light emitting layer including the first light emitting layer 361, the second light emitting layer 362, and the third light emitting layer 363 is formed on the hole transporting region 340. The first light emitting layer 361 is formed in the first sub-pixel region and emits the first color light, the second light emitting layer 362 is formed in the second sub-pixel region and emits the second color light, 363 are formed in the third sub-pixel region and emit the third color light.

The first color light may be red light, the second color light may be green light, and the third color light may be blue light. The first color light, the second color light and the third color light may be combined to emit white light.

The hole transporting region 340 may include a hole transporting layer and / or a light emitting auxiliary layer.

When the hole transporting region 340 includes a hole transporting layer and a light emitting auxiliary layer, the light emitting auxiliary layer is interposed between the hole transporting layer and the light emitting layers 361, 362, and 363. The light-emission-assisting layer may be positioned adjacent to the light-emitting layers 361, 362, and 363.

For example, the hole transport layer may include a condensed ring compound represented by the above formula (1) or (2).

As another example, the light-emission-assisting layer may include a condensed-ring compound represented by the general formula (1) or (2).

As another example, the hole transport layer and the emission auxiliary layer may include a condensed cyclic compound represented by the formula (1) or (2). In this case, the condensed ring compound contained in the hole transport layer and the condensed ring compound included in the light-emitting auxiliary layer may be the same or different.

The light-emission-assisting layer may include a first light-emission-assisting layer, a second light-emission-assisting layer, and a third light-emission-assisting layer. The first light-emission assisting layer is formed in the first sub-pixel region, the second light-emission assisting layer is formed in the second sub-pixel region, and the third light-emission assisting layer is formed in the third sub- .

An electron transporting region 370 is formed on the light emitting layers 361, 362, and 363. The electron transporting region 370 may be formed as a common layer on the light emitting layers 361, 362, and 363. The electron transporting region 370 may include an electron transporting layer and an electron injecting layer which are sequentially stacked from the light emitting layers 361, 362, and 363.

On the electron transporting region 370, a second electrode is formed as a common layer.

In the present specification, the "common layer" is not patterned for each of the first sub-pixel region, the second sub-pixel region, and the third sub-pixel region and is not patterned for the first, second and third sub- Refers to the formed layer.

A pixel insulating film 330 is formed on the edges of the plurality of first electrodes 321, 322, and 323. The pixel insulating layer 330 defines a pixel region and may include various well-known organic insulating materials (for example, a silicon based material), an inorganic insulating material, or an organic / inorganic composite insulating material.

Description of the first electrodes 321, 322 and 323, the hole transporting region 340, the light emitting layers 361, 362 and 363, the electron transporting region 370 and the second electrode 380 is described with reference to FIG. 1 .

The organic light emitting diode 30 may be included in a flat panel display including a thin film transistor. The thin film transistor may include a gate electrode, a source and a drain electrode, a gate insulating film, and an active layer, and one of the source and drain electrodes may be electrically connected to the first electrode 321, 322, . The active layer may include crystalline silicon, amorphous silicon, an organic semiconductor, an oxide semiconductor, or the like, but is not limited thereto.

The full color organic light emitting device has been described with reference to FIG. 3, but the present invention is not limited thereto. For example, the third light emitting layer 363 may extend to the first sub-pixel region and the second sub-pixel region and may be formed as a common layer. Also, the third auxiliary layer of the third sub-pixel region may be omitted. Also, it is possible to use only one of the first auxiliary layer and the second auxiliary layer, and so on.

In the present specification, the C ₁ -C ₆₀ alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include methyl, ethyl, propyl, isobutyl, sec-butyl , a tert-butyl group, a pentyl group, an iso-amyl group, a hexyl group and the like. In the present specification, a C ₁ -C ₆₀ alkylene group means a divalent group having the same structure as the above C ₁ -C ₆₀ alkyl group.

In the present specification, the C ₁ -C ₆₀ alkoxy group means a monovalent group having the formula: -OA ₁₀₁ (wherein A ₁₀₁ is the above C ₁ -C ₆₀ alkyl group), and specific examples thereof include a methoxy group, Isopropyloxy group and the like.

In the present specification, the C ₂ -C ₆₀ alkenyl group has a structure containing at least one carbon double bond at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include an ethenyl group, a propenyl group, and a butenyl group do. In the present specification, the C ₂ -C ₆₀ alkenylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkenyl group.

In the present specification, the C ₂ -C ₆₀ alkynyl group has a structure containing one or more carbon triple bonds at the middle or end of the C ₂ -C ₆₀ alkyl group, and specific examples thereof include ethynyl, propynyl, , And the like. In the present specification, the C ₂ -C ₆₀ alkynylene group means a divalent group having the same structure as the C ₂ -C ₆₀ alkynyl group.

In the present specification, the C ₃ -C ₁₀ cycloalkyl group means a monovalent saturated hydrocarbon monocyclic group having 3 to 10 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, Tyl group and the like. The C ₃ -C ₁₀ cycloalkylene group of the specification and the second having the same structure as the above C ₃ -C ₁₀ cycloalkyl group means a group.

In the present specification, a C ₁ -C ₁₀ heterocycloalkyl group means a monovalent monocyclic group having 1 to 10 carbon atoms including at least one hetero atom selected from N, O, P and S as a ring-forming atom, Examples include tetrahydrofuranyl, tetrahydrothiophenyl, and the like. In the present specification, a C ₁ -C ₁₀ heterocycloalkylene group means a divalent group having the same structure as the above-mentioned C ₁ -C ₁₀ heterocycloalkyl group.

In the present specification, the C ₃ -C ₁₀ cycloalkenyl group is a monovalent monocyclic group having 3 to 10 carbon atoms, which has at least one double bond in the ring, but does not have aromatics, Examples include a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group and the like. In the present specification, the C ₃ -C ₁₀ cycloalkenylene group means a divalent group having the same structure as the C ₃ -C ₁₀ cycloalkenyl group.

In the present specification, the C ₁ -C ₁₀ heterocycloalkenyl group is a monovalent monocyclic group having 1 to 10 carbon atoms including at least one hetero atom selected from N, O, P and S as a ring-forming atom, It has one double bond. Specific examples of the C ₁ -C ₁₀ heterocycloalkenyl group include a 2,3-hyrofuranyl group, a 2,3-hydrothiophenyl group and the like. In the present specification, the C ₁ -C ₁₀ heterocycloalkenylene group means a divalent group having the same structure as the C ₁ -C ₁₀ heterocycloalkenyl group.

In the present specification, the C ₆ -C ₆₀ aryl group means a monovalent group having a carbocyclic aromatic system having 6 to 60 carbon atoms, and a C ₆ -C ₆₀ arylene group means a carbamoyl group having 6 to 60 carbon atoms Quot; means a divalent group having a cyclic aromatic system. Specific examples of the C ₆ -C ₆₀ aryl group include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a klycenyl group and the like. The C ₆ -C ₆₀ aryl groups and C ₆ -C ₆₀ aryl If the alkylene group contains two or more rings, the two or more rings may be fused to each other.

As used herein, a C ₁ -C ₆₀ heteroaryl group means a monovalent group having at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having from 1 to 60 carbon atoms And a C ₁ -C ₆₀ heteroarylene group means a divalent group having at least one heteroatom selected from N, O, P and S as a ring-forming atom and having a carbocyclic aromatic system having 1 to 60 carbon atoms do. Specific examples of the C ₁ -C ₆₀ heteroaryl group include a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group and the like. When the C ₁ -C ₆₀ heteroaryl group and the C ₁ -C ₆₀ heteroarylene group include two or more rings, two or more rings may be fused together.

In the present specification, the C ₆ -C ₆₀ aryloxy group indicates -OA ₁₀₂ (wherein A ₁₀₂ is the C ₆ -C ₆₀ aryl group), the C ₆ -C ₆₀ arylthio is -SA ₁₀₃ , And A ₁₀₃ is the above-mentioned C ₆ -C ₆₀ aryl device).

A monovalent non-aromatic condensed polycyclic group in the present specification is a monovalent non-aromatic condensed polycyclic group in which two or more rings are condensed with each other and contain only carbon as the ring forming atom (for example, the number of carbon atoms may be from 8 to 60) Means a monovalent group having non-aromacity. Examples of the non-aromatic condensed polycyclic group include a fluorenyl group and the like. In the present specification, the divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.

A monovalent non-aromatic heterocyclic polycyclic group in the present specification is a group in which two or more rings are condensed with each other and N, O, P, and S Quot; means a monovalent group containing a selected heteroatom, wherein the whole molecule has non-aromacity. The monovalent non-aromatic heterocyclic polycyclic group includes a carbazolyl group and the like. In the present specification, the divalent non-aromatic heterocyclic polycyclic group means a divalent group having the same structure as the monovalent non-aromatic heterocyclic polycyclic group.

In the specification, a substituted C ₁ -C ₆₀ alkyl group, a substituted C ₂ -C ₆₀ alkenyl group, a substituted C ₂ -C ₆₀ alkynyl group, a substituted C ₁ -C ₆₀ alkoxy group, a substituted C ₃ -C ₁₀ Substituted cycloalkyl groups, substituted C ₁ -C ₁₀ heterocycloalkyl groups, substituted C ₃ -C ₁₀ cycloalkenyl groups, substituted C ₁ -C ₁₀ heterocycloalkenyl groups, substituted C ₆ -C ₆₀ aryl groups, substituted C ₆ -C ₆₀ aryloxy group, a substituted C ₆ -C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl groups, substituted monovalent non-aromatic condensed polycyclic group, a substituted monovalent non-aromatic heterocyclic condensed A polycyclic group, a substituted C ₃ -C ₁₀ cycloalkylene group, a substituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted C ₃ -C ₁₀ cycloalkenylene group, a substituted C ₁ -C ₁₀ heterocycloalkenylene group , substituted C ₆ -C ₃₀ aryl group, a substituted C ₁ -C ₃₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, and substituted bivalent non-condensed polycyclic aromatic heterocyclic group, at least one of Ventilation,

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group and a C ₁ -C ₆₀ alkoxy group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, a salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ - C ₆₀ aryloxy, C ₆ -C ₆₀ arylthio, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic -Si (Q ₁₃₎ ( Q ₁₄₎ (Q ₁₅₎ of the at least one substituted, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₂ -C ₆₀ alkynyl groups and C ₁ -C ₆₀ alkoxy group;

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₆₀ aryl, C ₆ -C ₆₀ aryl A C ₆ -C ₆₀ arylthio group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group;

Wherein the substituent is selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxylic acid or its salt, A salt thereof, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, a C ₂ -C ₆₀ alkynyl group, a C ₁ -C ₆₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group , C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy, C ₆ -C ₆₀ aryl come T, C ₁ -C ₆₀ hetero aryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 23) (Q 24} ) (Q 25) of the at least one substituted, C ₃ -C ₁₀ cycloalkyl alkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₆₀ aryl group, C ₆ -C ₆₀ aryloxy group, C ₆ - Import C ₆₀ aryl T, C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic is fused A ring group and a monovalent non-aromatic heterocyclic polycyclic group; And

_{-Si (Q 33) (Q 34} ) (Q 35); ;

Q ₁₃ to Q ₁₅ , Q ₂₃ to Q ₂₅ and Q ₃₃ to Q ₃₅ each independently represent a C ₁ -C ₆₀ alkyl group, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non- Aromatic condensed polycyclic groups and monovalent non-aromatic heterocyclic polycyclic groups; And

A C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group and a monovalent non-aromatic heterocyclic polycyclic group substituted with a C ₆ -C ₆₀ aryl group; .

For example, a substituted C ₁ -C ₆₀ alkyl group, a substituted C ₂ -C ₆₀ alkenyl group, a substituted C ₂ -C ₆₀ alkynyl group, a substituted C ₁ -C ₆₀ alkoxy group, a substituted C ₃ -C ₁₀ Substituted cycloalkyl groups, substituted C ₁ -C ₁₀ heterocycloalkyl groups, substituted C ₃ -C ₁₀ cycloalkenyl groups, substituted C ₁ -C ₁₀ heterocycloalkenyl groups, substituted C ₆ -C ₆₀ aryl groups, substituted C ₆ -C ₆₀ aryloxy group, a substituted C ₆ -C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl groups, substituted monovalent non-aromatic condensed polycyclic group, a substituted monovalent non-aromatic heterocyclic condensed A polycyclic group, a substituted C ₃ -C ₁₀ cycloalkylene group, a substituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted C ₃ -C ₁₀ cycloalkenylene group, a substituted C ₁ -C ₁₀ heterocycloalkenylene group , A substituted C ₆ -C ₃₀ arylene group, a substituted C ₁ -C ₃₀ heteroarylene group, a substituted divalent non-aromatic condensed polycyclic group, and at least one substitution of a substituted divalent non-aromatic heterocyclic polycyclic group However,

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃₀ alkoxy group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, or a salt thereof, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₁ -C ₃₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic group and the condensed polycyclic -Si (Q ₁₃₎ (Q ₁₄₎ (Q ₁₅₎ of the at least one substituted, C ₁ -C ₃₀ alkyl, C ₂ -C ₃₀ alkenyl, C ₂ -C ₃₀ alkynyl groups and C ₁ -C ₃₀ alkoxy group;

A cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, a phenanthrenyl group, a fluorenyl group, a cyclohexyl group, A carbamoyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, Phenanthrenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl, fluorenyl, and spearyl groups substituted with at least one of a quinolinyl group, a quinoxalinyl group, A phenanthrenyl group, a phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluorantrenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, , Hexacenyl group, pyrrolyl group, imidazole A pyridazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group A phenanthridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, a tetrazolyl group, an oxadiazole group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, A thiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyrimidinyl group and an imidazopyridinyl group;

A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₃₀ alkyl group, a C ₂ -C ₃₀ alkenyl group, a C ₂ -C ₃₀ alkynyl group and a C ₁ -C ₃₀ alkoxy group, a C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocyclo alkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₃₀ aryl group, C ₆ -C ₃₀ aryloxy, C ₆ -C ₃₀ arylthio, C ₁ - A cyclopentyl group substituted with at least one of -Si (Q ₂₃ ) (Q ₂₄ ) (Q ₂₅ ), a monocyclic non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic polycyclic group, a C ₃₀ heteroaryl group, A cyclopentenyl group, a cyclopentenyl group, a cycloheptenyl group, a cycloheptenyl group, a phenyl group, a naphthyl group, an anthracenyl group, a pyrenyl group, a phenanthrenyl group, a fluorenyl group, , A benzocarbazolyl group, a dibenzocarbazolyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, a phthalazinyl group, a quinoxalinyl group A phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiroidyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthrenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, A pyrimidinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolyl group, Anthrylinyl group, a norbornyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl , A quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzoimidazolyl group, a furanyl group, a benzofuranyl group , Thiophenyl group, benzothiophenyl group, thiazolyl group, isothiazolyl group, benzothiazolyl group, isoxazolyl group, oxazolyl group, triazolyl group, tetrazolyl group, oxadiazolyl group, A furanyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyrimidinyl group and an imidazopyridinyl group; And

_{-Si (Q 33) (Q 34} ) (Q 35); ;

Q ₁₃ to Q _15, Q ₂₃ to Q ₂₅ and Q ₃₃ to Q ₃₅ are each independently hydrogen, C ₁ -C ₃₀ alkyl, C ₂ -C ₃₀ alkenyl, C ₂ -C ₃₀ alkynyl group, C ₁ - C ₃₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclopentenyl group, a cycloheptyl hexenyl group, a cycloalkyl heptenyl group, a phenyl group, a naphthyl group, an anthracenyl group, a pie LES group, a phenanthryl threaded group , A fluorenyl group, a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, a triazinyl group, a quinolinyl group, an isoquinolinyl group, An acetyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, A fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, A pyridyl group, a pyrazolyl group, a pyridinyl group, a pyrazolyl group, a pyridyl group, a pyridazinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, A phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzoimidazolyl group, a furanyl group, a benzofuranyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiophenyl group, a benzothiophenyl group, a thiazolyl group, an isothiazolyl group, a benzothiazolyl group, an isoxazolyl group, an oxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzothiophenyl group, Carbazole group, imidazo pyrimidinyl group and the imidazole may be selected from jopi piperidinyl group, and the like.

In the present specification, "Ph" means phenyl, "Me" means methyl, "Et" means ethyl, and "ter-Bu" or "Bu ^t " means tert-butyl.

Hereinafter, the organic light-emitting device according to one embodiment of the present invention will be described in more detail with reference to synthesis examples and examples. In the following Synthesis Examples, the molar equivalent of A and the molar equivalent of B in the phrase "B was used instead of A"

[Example]

Synthesis Example 1: Synthesis of Compound 1

1) Synthesis of intermediate I-2

10 g (30.84 mmol) of I-1 was dissolved in 170 ml of tetrahydrofuran, and the mixture was stirred at -78 ° C. 1.6M n-BuLi (20.24 ml, 32.39 mmol) was slowly added thereto, followed by stirring at -78 ° C for 30 minutes. 7.55 ml (37.01 mmol) of isopropoxy-4,4,5,5-tetramethyl [1,3,2] dioxaborolane was slowly added thereto, followed by stirring at -78 ° C for 6 hours. After completion of the reaction, 100 ml of distilled water was added, and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, an intermediate I-2 (N, N-diphenyl-4- (4,4,5,5-tetramethyl-1,3,2-dioxabororan- 8.24 g (yield 72%) was obtained.

2) Synthesis of intermediate 1-4

A mixture of 4.1 g (20.54 mmol) of tetrakis (triphenylphosphine) palladium (II), 5 g (17.12 mmol) of 4,3,5- ) 989 mg (0.86 mmol) of palladium (0) were dissolved in 43 ml of 2M K ₂ CO ₃ (aqueous solution) and 50 ml of toluene, and the mixture was refluxed and stirred at 110 ° C for 8 hours. After completion of the reaction, 40 ml of cold distilled water was added, and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, 3.37 g (yield 69%) of Intermediate I-4 (2,3-diphenylbenzo [b] thiophene) was obtained by column chromatography.

3) Synthesis of intermediate 1-5

3 g (10.48 mmol) of Intermediate I-4 was dissolved in 30 ml of acetic acid and 30 ml of chloroform, 1.96 g (11.00 mmol) of N-bromosuccinimide was added, and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, 30 ml of cold distilled water was added, and the mixture was neutralized by addition of saturated Na2CO3 solution, followed by extraction with ethyl acetate. After drying with magnesium sulfate, the solvent was stirred. Thereafter, 3.45 g (yield: 90%) of Intermediate I-5 (6-bromo-2,3-diphenylbenzo [b] thiophene) was obtained through column chromatography.

4) Synthesis of Compound 1

Intermediate I-5 3 g (8.21 mmol ), Intermediate I-2 3.66 g (9.86 mmol ), tetrakis (triphenylphosphine) palladium (0), 475 mg (0.41 mmol) of 2M K ₂ CO ₃ (aqueous solution) 21 ml and toluene (30 ml), and the mixture was refluxed at 110 ° C for 8 hours and stirred. After completion of the reaction, 24 ml of cold distilled water was added and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was stirred. Thereafter, 3.88 g (yield 89%) of Compound 1 (4- (2,3-diphenyldiphenylbenzo [b] thiophen-6-yl) -N, N-diphenyl aniline) was obtained through column chromatography.

Synthesis Example 2: Synthesis of Compound 10

1) Synthesis of Intermediate I-7

160.1 mg (0.17 mmol) of Pd ₂ (dba) ₃ and 70.7 mg (0.35 mmol) of t-Bu ₃ P were dissolved in 50 ml of o-xylene and stirred at room temperature for 10 minutes. 5 g (17.48 mmol) of the compound I-6, 3.25 g (19.23 mmol) of diphenylamine and 1 g (10.49 mmol) of t-BuONa were added and refluxed and stirred at 160 DEG C for 48 hours. After completion of the reaction, 20 ml of cold distilled water was added and extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, 3.21 g (yield: 49%) of Intermediate I-7 (4-bromo-N, N-diphenylnaphthalen- 1 -amine) was obtained through column chromatography.

2) Synthesis of intermediate I-8

3.5 g (9.35 mmol) of the compound I-7 was dissolved in 60 ml of tetrahydrofuran, and the mixture was stirred at -78 ° C. 1.6M n-BuLi 6.14 ml (9.82 mmol) was added slowly, and the mixture was stirred at -78 ° C for 30 minutes. 2.29 ml (11.22 mmol) of isopropoxy-4,4,5,5-tetramethyl [1,3,2] dioxaboron was slowly added thereto, followed by stirring at -78 ° C for 6 hours. After completion of the reaction, 100 ml of distilled water was added, and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, the product was purified by column chromatography to obtain Intermediate I-8 (N, N-diphenyl-4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 1-amine) (yield: 80%).

3) Synthesis of Compound 10

Intermediate I-5 3 g (8.21 mmol ), Intermediate I-8 4.15 g (9.86 mmol ), tetrakis (triphenylphosphine) palladium (0), 475 mg (0.41 mmol) of 2M K ₂ CO ₃ (aqueous solution) 21 ml and toluene (30 ml), and the mixture was refluxed at 110 ° C for 8 hours and stirred. After completion of the reaction, 24 ml of cold distilled water was added and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, 3.96 g (yield: 83%) of Compound 10 (4- (2,3-diphenylbenzo [b] thiophen-6-yl) -N, N-diphenylnaphthalen- .

Synthesis Example 3: Synthesis of Compound 20

1) Synthesis of intermediate I-12

Compound I-9 5 g (23.46 mmol ), Intermediate I-8 11.86 g (28.16 mmol ), tetrakis (triphenylphosphine) palladium (0), 1.36 mg (1.17 mmol) of 2M K ₂ CO ₃ (aqueous solution) 59 ml and 50 ml of toluene, and the mixture was refluxed at 110 ° C for 8 hours and stirred. After completion of the reaction, 40 ml of cold distilled water was added, and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, 9.24 g (yield 92%) of Intermediate I-12 (4- (benzo [b] thiophen-2-yl) -N, N-diphenylnaphthalen-1 -amine) was obtained through column chromatography.

2) Synthesis of intermediate I-13

5 g (11.69 mmol) of Intermediate I-12 was dissolved in 50 ml of acetic acid and 50 ml of chloroform, 2.19 g (12.28 mmol) of N-bromosuccinimide was added, and the mixture was stirred at room temperature for 1 hour. After completion of the reaction, 50 ml of cold distilled water was added, and the mixture was neutralized by addition of saturated aqueous Na ₂ CO ₃ solution, followed by extraction with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, 4.82 g (81% yield) of Intermediate I-13 (4- (6-bromobenzo [b] thiophen-2-yl) -N, N-diphenylnaphthalen- .

3) Synthesis of Compound 20

90.4 mg (0.10 mmol) of Pd ₂ (dba) ₃ and 39.9 mg (0.20 mmol) of t-Bu ₃ P were dissolved in 50 ml of o-xylene and stirred at room temperature for 10 minutes. 5 g (9.87 mmol) of Intermediate I-13 , 1.84 g (10.86 mmol) of diphenylamine and 569.2 mg (5.92 mmol) of t-BuONa were added and the mixture was refluxed and stirred at 160 DEG C for 48 hours. After completion of the reaction, 30 ml of cold distilled water was added, and the mixture was extracted with ethyl acetate. After drying with magnesium sulfate, the solvent was evaporated. Thereafter, 4.88 g (yield: 83%) of compound 20 (2- (4- (diphenylamino) naphthalen-1-yl) -N, N-diphenylbenzo [b] thiophen- &Lt; / RTI &gt;

Example 1

An ITO glass substrate (manufactured by Corning) having an ITO layer of 15 Ω / cm ² (1200 Å) formed was cut into a size of 50 mm × 50 mm × 0.7 mm and ultrasonically cleaned using isopropyl alcohol and purified water for 5 minutes each , The substrate was irradiated with ultraviolet rays for 30 minutes, exposed to ozone to be cleaned, and the ITO glass substrate was placed in a vacuum deposition apparatus.

2-TNATA was deposited on the ITO anode to form a hole injection layer having a thickness of 600 Å. NPB was deposited on the hole injection layer to form a hole transport layer having a thickness of 300 Å. The compound 2 Was vacuum-deposited to a thickness of 100 Å to form a light-emitting auxiliary layer.

Compound ADN and compound TBPe were co-deposited on the light-emitting auxiliary layer at a weight ratio of 95: 5 to form a light emitting layer having a thickness of 200 Å.

An electron transport layer was formed by depositing a compound ET1 on the light emitting layer to form a 300 Å thick electron transport layer. LiF was deposited on the electron transport layer to form an electron injection layer having a thickness of 10 Å. Then, Al was deposited on the electron injection layer, Thereby forming an organic light emitting device.

Example 2

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 11 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example 3

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 17 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example 4

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 27 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example 5

An organic light emitting device was fabricated in the same manner as in Example 1 except that the compound 43 was used instead of the compound 2 in forming the luminescent auxiliary layer.

Example 6

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 46 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example 7

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 49 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example 8

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 50 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example  9

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound 58 was used instead of Compound 2 in forming the luminescent auxiliary layer.

Example 10

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 61 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Example 11

An organic light emitting device was fabricated in the same manner as in Example 1, except that the compound 65 was used instead of the compound 2 in forming the luminescent auxiliary layer.

Example 12

An organic light emitting device was fabricated in the same manner as in Example 1 except that Compound 32 was used instead of Compound NPB in forming the hole transport layer.

Example 13

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound 25 was used instead of Compound NPB in forming the hole transport layer.

Example 14

An ITO glass substrate (manufactured by Corning) having an ITO layer of 15 Ω / cm ² (1200 Å) formed was cut into a size of 50 mm × 50 mm × 0.7 mm and ultrasonically cleaned using isopropyl alcohol and purified water for 5 minutes each , The substrate was irradiated with ultraviolet rays for 30 minutes, exposed to ozone to be cleaned, and the ITO glass substrate was placed in a vacuum deposition apparatus.

2-TNATA was deposited on the ITO anode to form a hole injection layer having a thickness of 600 Å. HT 5 was deposited on the hole injection layer to form a hole transport layer having a thickness of 300 Å. The compound 2 Was vacuum-deposited to a thickness of 100 Å to form a light-emitting auxiliary layer.

Compound CBP and PD1 (Ir (ppy) ₃ ) were co-deposited on the light-emitting auxiliary layer at a weight ratio of 85:15 to form a 300 Å thick light emitting layer.

An electron transport layer was formed by depositing a compound ET1 on the light emitting layer to form a 300 Å thick electron transport layer. LiF was deposited on the electron transport layer to form an electron injection layer having a thickness of 10 Å. Then, Al was deposited on the electron injection layer, Thereby forming an organic light emitting device.

Example 15

An organic light emitting device was fabricated in the same manner as in Example 14 except that Compound 27 was used instead of Compound 2 in forming the luminescent auxiliary layer.

Example 16

An organic light emitting device was fabricated in the same manner as in Example 14, except that Compound 17 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Comparative Example 1

An organic light emitting device was fabricated in the same manner as in Example 1, except that Compound HT3 was used instead of Compound 2 in forming the light emitting auxiliary layer.

Comparative Example 2

An organic light emitting device was fabricated in the same manner as in Example 14 except for using Compound HT3 instead of Compound 2 in forming the light emitting auxiliary layer.

Evaluation example

The luminous efficiency and lifetime of the organic light emitting devices of Examples 1 to 16 and Comparative Examples 1 and 2 were measured using a Kethley SMU 236 and a luminance meter PR650, and the results are shown in Table 1. The lifetime is a measure of the time taken for the luminance to reach 95% of the initial value when the OLED is driven. The efficiency and lifetime shown here are the ratios to the comparative examples. Examples 1 to 13 are Comparative Example 1, and Examples 14 to 16 are Comparative Example 2.

Example Hole transport layer The light- The light- Luminous efficiency life span Example 1 NPB Compound 2 ADN: TBPe 1.2 1.15 Example 2 NPB Compound 11 ADN: TBPe 1.15 1.2 Example 3 NPB Compound 17 ADN: TBPe 1.2 1.2 Example 4 NPB Compound 27 ADN: TBPe 1.3 1.2 Example 5 NPB Compound 43 ADN: TBPe 1.2 1.2 Example 6 NPB Compound 46 ADN: TBPe 1.3 1.2 Example 7 NPB Compound 49 ADN: TBPe 1.3 1.2 Example 8 NPB Compound 50 ADN: TBPe 1.3 1.3 Example 9 NPB Compound 58 ADN: TBPe 1.3 1.2 Example 10 NPB Compound 61 ADN: TBPe 1.3 1.1 Example 11 NPB Compound 65 ADN: TBPe 1.25 1.1 Example 12 Compound 32 Compound 2 ADN: TBPe 1.2 1.2 Example 13 Compound 25 Compound 2 ADN: TBPe 1.2 1.1 Example 14 HT3 Compound 2 CBP: PD1 1.1 1.35 Example 15 HT3 Compound 27 CBP: PD1 1.05 1.2 Example 16 HT3 Compound 17 CBP: PD1 1.1 1.2 Comparative Example 1 NPB HT3 ADN: TBPe One One Comparative Example 2 NPB HT3 CBP: PD1 One One

It can be seen from Table 1 that the luminous efficiency and lifetime of the organic light emitting devices of Examples 1 to 16 are superior to the luminous efficiency and half life of the organic light emitting devices of Comparative Examples 1 and 2.

10, 20, 30: Organic light emitting device
310: substrate
110, 210, 321, 322, 323:
130, 230, 340: hole transport region
140, 240: auxiliary layer
150, 250: organic layer
160, 260.361, 362, 363: light emitting layer
180, 280, 370: electron transport region
190, 290, 380: the second electrode
330: pixel insulating film

Claims (20)

A condensed ring compound represented by the following formula (1) or (2):
&Lt; Formula 1 >< EMI ID =

&Lt; Formula 8-1 &gt;&lt; EMI ID =

Of the above formulas (1), (2), (8-1) and (8-2)
X ₁₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₁₇ );
X ₂₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₂₇ );
R ₁₁ , R ₁₇ and R ₂₇ are, independently of each other, A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , A phosphoric acid group or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, an unsubstituted 1-substituted or unsubstituted non-condensed polycyclic aromatic group and a substituted or non- It is selected from the aromatic heterocyclic group condensed polycyclic-hwandoen monovalent ratio;
R ₂₁ is a group represented by the above formula (8-2);
R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ independently represent a group represented by the formula 8-1, hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, A substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₁ -C ₆ alkyl group, a substituted or unsubstituted C ₁ -C ₆ alkoxy group, a substituted or unsubstituted C ₁ -C ₆ alkyl group, a substituted or unsubstituted C _A substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, A substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl A substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ Heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic heterocyclic polycyclic group;
At least one of R ₁₂ to R ₁₆ is a group represented by the above formula (8-1);
At least one of R ₂₂ to R ₂₆ is a group represented by the above formula (8-1);
L ₈₁ and L ₈₂ each independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo alkenylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, a substituted or unsubstituted C ₆ -C ₃₀ arylene group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted Aromatic divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group;
a81 and a82 are independently selected from 0, 1, 2 and 3;
R ₈₁ to R ₈₄ independently represent a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, An unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkane Substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl groups, substituted or unsubstituted C ₆ -C ₆₀ aryl groups, substituted or unsubstituted C ₆ -C ₆₀ aryloxy groups, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent ring non-fused polycyclic aromatic group and a substituted or unsubstituted monovalent ring non-aromatic heterocyclic group condensed polycyclic &Lt; / RTI >
Optionally, N, R &lt; ₈₁ &gt; and R &lt; ₈₂ &gt; may form a carbazole;
Alternatively, N, R ₈₃ and R ₈₄ may form a carbazole;
* Is the binding site with neighboring atoms. The method according to claim 1,
R ₁₁ , R ₁₇ and R ₂₇ are, independently of each other, A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms such as hydrogen, deuterium, -F, -Cl, -Br, -I, methyl, ethyl, propyl, butyl, pentyl, hexyl, A phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, a phenanthryl group, A naphthyl group, a phenanthryl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a naphthyl group, A thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, , A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an iso A phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a phenanthridinyl group, a pyrazolyl group, A phenanthrolyl group, a phenanthryl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, A thiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group and an imidazopyrimidinyl group; And
A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, A benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzofuranyl group, a benzothiopyranyl group, a benzothiophenol group, Substituted with at least one of -Si (Q ₃₃ ) (Q ₃₄ ) (Q ₃₅ ), benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group and -Si A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, anthracenyl group, fluororanyl group, anthracenyl group, anthracenyl group, anthracenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a corenylenyl group, an ovalenyl group, a pivalenyl group, a pivalenyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl An isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A quinazolinyl group, a benzoquinazolinyl group, a cyano group, a phenanthrene group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; ;
Q ₃₃ to Q ₃₅ are each independently selected from a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method according to claim 1,
R ₁₁ , R ₁₇ and R ₂₇ are, independently of each other, selected from the following formulas (5-1) to (5-10):

Of the above formulas (5-1) to (5-10)
Y ₅₁ is selected from C (R ₅₃ ) (R ₅₄ ), Si (R ₅₃ ) (R ₅₄ ), N (R ₅₃ ), O and S;
R ₅₁ to R ₅₄ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spioro-fluorenyl group, Anthracenyl group, pyranyl group, pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinolyl group, salicylate group, a quinazolinyl group, a carbazole group, a triazinyl group and a _{-Si (Q 33) (Q 34} ) (Q 35); ;
Q ₃₃ to Q ₃₅ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group and a naphthyl group; ;
a51 is selected from 1, 2, 3, 4 and 5;
a52 is selected from 1, 2, 3, 4, 5, 6 and 7;
a53 is selected from 1, 2, 3, 4, 5 and 6;
a54 is selected from 1, 2 and 3;
a55 is selected from 1, 2, 3 and 4;
* Is the binding site with neighboring atoms. The method according to claim 1,
R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ each independently represent a group represented by the formula 8-1, hydrogen, deuterium, -F, -Cl, -Br, -I, a methyl group, An acenaphthyl group, an acenaphthyl group, an acenaphthyl group, a fluoro group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, an acenaphthyl group, a fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrenyl group, a pyrenyl group, A naphthalenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, an ovalenyl group, a pyrrolyl group, a thiophenyl group, A thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, A carbamoyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a benzoyl group, an imidazolyl group, an imidazolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, A phenanthrolinyl group, a phenanthryl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazole group, a benzopyranyl group, a benzothiophenyl group, a benzothiophenyl group, a benzopyranyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a benzothiopyranyl group, , A dibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinyl group, and an imidazopyrimidinyl group; And
A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, A benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzofuranyl group, a benzothiopyranyl group, a benzothiophenol group, Substituted with at least one of -Si (Q ₃₃ ) (Q ₃₄ ) (Q ₃₅ ), benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group and -Si A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, anthracenyl group, fluororanyl group, anthracenyl group, anthracenyl group, anthracenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a corenylenyl group, an ovalenyl group, a pivalenyl group, a pivalenyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl An isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A quinazolinyl group, a benzoquinazolinyl group, a cyano group, a phenanthrene group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; ;
Q ₃₃ to Q ₃₅ are each independently selected from a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method according to claim 1,
R ₁₂ to R ₁₆ and R ₂₂ to R ₂₆ are each independently selected from the group represented by the formula (8-1), the hydrogen, the phenyl group and the naphthyl group. The method according to claim 1,
R ₁₂ , R ₁₃ , R ₁₄ , R ₁₅ , or R ₁₆ is a group represented by the above formula (8-1). The method according to claim 1,
R ₂₂ , R ₂₃ , R ₂₄ , R ₂₅ , or R ₂₆ is a group represented by the above formula (8-1). The method according to claim 1,
L ₈₁ and L ₈₂ are independently selected from the group consisting of a phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptalenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro-fluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, A phenanthrenylene group, an anthracenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a phenanthrene group, a phenanthrene group, a phenanthrene group, A naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, a pentacenyl group, a naphthacenylene group, A pentacenylene group, a rubicenylene group, a coronenylene group, an ovalenylene group ( a pyrrolylene group, a thiophenylene group, a furanylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an imidazolylene group, an imidazolylene group, An isothiazolylene group, an oxazolylene group, an isooxazolylene group, a pyridinylene group, a pyrazinylene group, a pyrimidinylene group, a pyrimidinylene group, An isoindolylene group, an indolylene group, an indazolylene group, a purinylene group, a quinolinylene group, an isoindolylene group, an isoindolylene group, an isoindolylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthalazinylene group, a naphthyridinylene group, a quinoxalinylene group, a quinazolinylene group, a cinnolinylene group, a carbazolylene group, a phenanthrylene group, a phenylene group, a dinylene group, an acridinylene group, a phenanthrolinylene group, a phenazinylene group, a benzoimidazolylene group, a benzofuranylene group, a benzothiophenylene group benzothiophenylene group, an isobenzothiazolylene group, a benzooxazolylene group, an isobenzooxazolylene group, a triazolylene group, a tetrazolylene group, an oxazole group, An oxadiazolylene group, a triazinylene group, a dibenzofuranylene group, a dibenzothiophenylene group, a benzocarbazolylene group and a dibenzocarbazolylene group; And
A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenyl group, Anthracenyl group, anthracenyl group, phenanthrenyl group, phenanthrenyl group, phenanthrenyl group, phenanthryl group, phenanthryl group, phenanthryl group, A fluorenyl group, a fluorenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, , An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, A pyridinyl group, a pyridinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an imidazolyl group, an imidazolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, a phenanthrolinyl group, A benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, A phenylene group, a pentalenylene group, an indenylene group, a naphthyl group which is substituted with at least one of a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group and an imidazopyridinyl group, Azulenylene group, heptalenyl group A phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, a phenanthrenylene group, an anthracenylene group, a phenanthrenylene group, a phenanthrenylene group, an anthracenylene group, And examples thereof include a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenylene group, a fluorenenylene group, a triphenylenylene group, a pyrenylene group, a chryshenylene group, a naphthacenylene group, a picenylene group, a perylenylene group, a pentaphenylene group, a hexacenylene group, A thiophenylene group, an imidazolylene group, a pyrazolylene group, a thiazolylene group, an isothiazolylene group, an oxazolylene group, an isoxazolylene group, a pyridinylene group, An isoindolylene group, an indolylene group, an indazolylene group, a prolinylene group, a quinolinylene group, an isoquinolinylene group, a benzoquinolinylene group, a phthaloylphenylene group, a phenanthrene group, Naphthylidene group, quinoxalinylene group, , A quinazolinyl group, a quinazolinyl group, a quinazolinyl group, a cyclopentadienyl group, a benzothiophenylene group, a benzothiophenylene group, a benzothiophenylene group, a benzothiophenylene group, And examples thereof include a benzoimidazolyl group, an isobenzothiazolyl group, an isobenzothiazolyl group, a benzooxazolylene group, an isobenzoxazolanylene group, a triazololylene group, a tetrazolylene group, an oxadiazoleisonylene group, a triazienylene group, a dibenzofuranylene group, a dibenzothiophenylene group, And dibenzocarbazolylene groups; &Lt; / RTI &gt; The method according to claim 1,
L ₈₁ and L ₈₂ independently represent a condensed ring compound represented by any one of the following formulas (3-1) to (3-11)

Among the above-mentioned formulas (3-1) to (3-11)
R ₃₁ to R ₃₃ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spioro-fluorenyl group, Anthracenyl group, pyranyl group, pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinolyl group, A thiazolyl group, a salinyl group, a quinazolinyl group, a carbazolyl group and a triazinyl group;
a31 is selected from 1, 2, 3 and 4;
a32 is selected from 1, 2, 3, 4, 5 and 6;
a33 is selected from 1, 2, 3, 4, 5, 6, 7 and 8;
a34 is selected from 1, 2, 3, 4 and 5;
a35 is selected from 1, 2 and 3;
* And * are independent sites of bonding to neighboring atoms. The method according to claim 1,
a81 and a82 are independently selected from 0 and 1, independently of each other. The method according to claim 1,
R ₈₁ to R ₈₄ independently represent a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro- A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylene group, A thiazolyl group, a thiazolyl group, an isothiazolyl group, an isothiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, a thiazolyl group, , An isoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, A benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinolyl group, A phenanthrolinyl group, a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, a benzopyranyl group, a benzothiophenyl group, , An isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, A benzothiazolyl group, an imidazopyridinyl group, and an imidazolopyrimidinyl group; And
A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a biphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an hethtalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a thienyl group, a thienyl group, a thienyl group, A thiophene group, a furanyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, A pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, a pyridinyl group, A pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, A benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, a benzothiazolyl group, A thiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzofuranyl group, a benzothiopyranyl group, a benzothiophenol group, Substituted with at least one of -Si (Q ₃₃ ) (Q ₃₄ ) (Q ₃₅ ), benzothiophenyl group, benzocarbazolyl group, dibenzocarbazolyl group, thiadiazolyl group, imidazopyridinyl group, imidazopyrimidinyl group and -Si A phenyl group, a pentenyl group, an indenyl group, a naphthyl group, A phenanthrenyl group, a phenanthrenyl group, anthracenyl group, fluororanyl group, anthracenyl group, anthracenyl group, anthracenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a corenylenyl group, an ovalenyl group, a pivalenyl group, a pivalenyl group, , Pyrrolyl group, thiophenyl group, furanyl group, imidazolyl group, pyrazolyl group, thiazolyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl An isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, a quinolinyl group, an isoquinolinyl group, a carbazolyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, A quinazolinyl group, a benzoquinazolinyl group, a cyano group, a phenanthrene group, A benzothiophenyl group, an isobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, a tetrazolyl group, An oxadiazolyl group, a thiadiazolyl group, an imidazopyridinyl group, an imidazopyridinyl group, an imidazopyridinyl group, a thiadiazolyl group, a thiadiazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzothiazolyl group, A diazopyrimidinyl group; ;
Q ₃₃ to Q ₃₅ are each independently selected from a C ₁ -C ₆₀ alkyl group and a C ₆ -C ₆₀ aryl group. The method according to claim 1,
R ₈₁ to R ₈₄ independently represent a condensed ring compound selected from the following formulas (5-1) to (5-10):

Of the above formulas (5-1) to (5-10)
Y ₅₁ is selected from C (R ₅₃ ) (R ₅₄ ), Si (R ₅₃ ) (R ₅₄ ), N (R ₅₃ ), O and S;
R ₅₁ to R ₅₄ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, A sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C ₁ -C ₂₀ alkyl group, a C ₁ -C ₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spioro-fluorenyl group, Anthracenyl group, pyranyl group, pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, quinolinyl group, isoquinolinyl group, quinolyl group, salicylate group, a quinazolinyl group, a carbazole group, a triazinyl group and a _{-Si (Q 33) (Q 34} ) (Q 35); ;
Q ₃₃ to Q ₃₅ independently represent a methyl group, an ethyl group, a tert-butyl group, a phenyl group and a naphthyl group; ;
a51 is selected from 1, 2, 3, 4 and 5;
a52 is selected from 1, 2, 3, 4, 5, 6 and 7;
a53 is selected from 1, 2, 3, 4, 5 and 6;
a54 is selected from 1, 2 and 3;
a55 is selected from 1, 2, 3 and 4;
* Is the binding site with neighboring atoms. The method according to claim 1,
A condensed ring compound represented by any one of formulas (1-1) to (1-4) and (2-1) to (2-4)

Of the above formulas 1-1 to 1-4 and 2-1 to 2-4,
X ₁₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₁₇ );
X ₂₁ is selected from a sulfur (S) atom, an oxygen (O) atom and N (R ₂₇ );
R ₁₁ to R _16, R ₁₇ , R ₂₂ to R _24, R ₂₆ and R ₂₇ , independently of each other, A halogen atom, a hydroxyl group, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof , A phosphoric acid group or a salt thereof, a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, a substituted or unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkenyl group, a substituted or unsubstituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted or unsubstituted C ₆ -C ₆₀ aryl group, a substituted or unsubstituted C ₆ -C ₆₀ aryloxy group, a substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, an unsubstituted 1-substituted or unsubstituted non-condensed polycyclic aromatic group and a substituted or non- It is selected from the aromatic heterocyclic group condensed polycyclic-hwandoen monovalent ratio;
L ₈₁ and L ₈₂ each independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkylene group, a substituted or unsubstituted C ₃ -C ₁₀ cyclo alkenylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl alkenylene group, a substituted or unsubstituted C ₆ -C ₃₀ arylene group, a substituted or unsubstituted C ₁ -C ₃₀ heteroaryl group, a substituted or unsubstituted Aromatic divalent non-aromatic condensed polycyclic group and substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group;
a81 and a82 are independently selected from 0, 1, 2 and 3;
R ₈₁ to R ₈₄ independently represent a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkynyl group, An unsubstituted C ₁ -C ₆₀ alkoxy group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkane Substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenyl groups, substituted or unsubstituted C ₆ -C ₆₀ aryl groups, substituted or unsubstituted C ₆ -C ₆₀ aryloxy groups, substituted or unsubstituted C ₆ -C ₆₀ arylthio group, a substituted or unsubstituted C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted monovalent ring non-fused polycyclic aromatic group and a substituted or unsubstituted monovalent ring non-aromatic heterocyclic group condensed polycyclic &Lt; / RTI &gt;
Optionally, N, R &lt; ₈₁ &gt; and R &lt; ₈₂ &gt; may form a carbazole;
Alternatively, N, R ₈₃ and R ₈₄ may form a carbazole;
* Is the binding site with neighboring atoms. The method according to claim 1,
A condensed ring compound represented by any one of the following compounds 1 to 67:

A first electrode; A second electrode; And an organic layer interposed between the first electrode and the second electrode and including a light emitting layer, wherein the organic layer comprises the condensed ring compound of any one of claims 1 to 14. 16. The method of claim 15,
Further comprising a hole transporting region in which the organic layer is interposed between the first electrode and the light emitting layer;
Wherein the hole transporting region comprises the condensed ring compound. 17. The method of claim 16,
Wherein the hole transporting region includes a hole transporting layer, and the hole transporting layer comprises the condensed ring compound. 17. The method of claim 16,
The hole transporting region includes a hole transporting layer; And an emission auxiliary layer interposed between the hole transport layer and the emission layer; Wherein the hole transporting layer and / or the light emitting auxiliary layer comprises the condensed ring compound. A substrate divided into a first sub-pixel region, a second sub-pixel region, and a third sub-pixel region;
A plurality of first electrodes disposed in the first sub-pixel region, the second sub-pixel region, and the third sub-pixel region, respectively, of the substrate;
A second electrode facing the first electrode;
A light emitting layer interposed between the first electrode and the second electrode; And
A hole transporting region interposed between the light emitting layer and the first electrode;
Wherein the hole transporting region comprises the condensed ring compound of any one of claims 1 to 14. 20. The method of claim 19,
The hole transporting region includes a hole transporting layer; And an emission auxiliary layer interposed between the hole transport layer and the emission layer; / RTI &gt;
Wherein the hole transporting layer and / or the light emitting auxiliary layer comprises the condensed ring compound.

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