KR20160094834A - Organic light emitting device - Google Patents

Abstract

Disclosed is an organic light emitting device comprising a certain compound. The organic light emitting device comprises: a first electrode; a second electrode; a luminous layer; a hole transfer region; and an electron transfer region. The hole transfer region includes at least one compound selected from a first compound represented by chemical formula 1, and a second compound represented by chemical formula 2. The electron transfer region includes a third compound represented by chemical formula 3. The organic light emitting device has low operating voltage, high efficiency, and long lifespan.

Description

[0001] The present invention relates to an organic light emitting device,

And an organic light emitting device.

An organic light emitting device is a self light emitting type device, which has a wide viewing angle and excellent contrast as well as a faster response time, and excellent luminance, driving voltage and response speed characteristics.

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 excitons. This exciton changes from the excited state to the ground state and light is generated.

An organic light emitting device having a low driving voltage, high efficiency, and long life.

According to one aspect,

A first electrode;

A second electrode facing the first electrode;

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

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

An electron transporting region interposed between the light emitting layer and the second electrode, the electron transporting region including an electron control layer;

/ RTI >

Wherein the hole transporting region comprises at least one compound selected from the group consisting of a first compound represented by Formula 1 and a second compound represented by Formula 2,

Wherein the electron control layer comprises a third compound represented by Formula 3:

≪ Formula 1 >

(2)

(3)

≪ Formula 3 >

Of the above formulas (1) to (3) and (3A)

L ₁ to L ₃ and L ₁₁ to L ₁₅ 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 groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₁ -C ₆₀ hetero Substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group (substituted or unsubstituted divalent non- aromatic condensed heteropolycyclic group,

a1 to a3 and a11 to a14 are each independently an integer selected from 0 to 3,

a15 is an integer selected from 1 to 10,

R ₁ to R ₃ and R ₁₁ to R ₁₄ 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 _A substituted or unsubstituted C ₁ -C ₆ 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 _A substituted or unsubstituted C ₁ -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 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, a substituted or unsubstituted monovalent non- An aromatic heterocyclic polycyclic group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ )

b1 to b3 and b11 to b14 are, independently of each other, an integer selected from 1 to 5,

R ₂₁ to R ₂₄ , 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 C ₁ -C ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom, And

_{-Si (Q 41) (Q 42} ) (Q 43);

≪ / RTI >

b21 to b24 independently represent an integer selected from 0 to 4,

R < ₂₆ &

A C ₁ -C ₁₂ alkyl group and a C ₁ -C ₁₂ alkoxy group;

Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₁₂ alkyl group and a C ₁ -C ₁₂ 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 ₁₀ aryl and C ₆ -C ₁₂ aryl Oxime;

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 ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group substituted with at least one selected from a C ₁ -C ₆₀ alkyl group, a C ₁ -C ₆₀ alkoxy group, a phenyl group and a naphthyl group, C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₁₀ aryl groups and C ₆ -C ₁₂ aryloxy; And

_{-Si (Q 51) (Q 52} ) (Q 53), -N (Q 54) (Q 55), -B (Q 56) (Q 57) and _{-P (= O) (R 58} ) (R 59 );

≪ / RTI >

R ₂₇ is a group represented by the above formula (3A), * in the above formula (3A) is a bonding site with nitrogen in the above formula (3)

And X ₁ is N or C (R _31), X ₂ is N or C (R _32), X ₃ is N or C (R _33), X ₄ is N or C (R _34), X ₅ Is N or C (R ₃₅ ), at least one of X ₁ to X ₅ is N,

R ₃₁ to R ₃₅ , 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 C ₁ -C ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom,

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₁₀ aryl and C ₆ -C ₁₂ aryl Oxime;

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 ₆₀ alkyl, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ A C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkyl group substituted with at least one member selected from the group consisting of a C ₁ -C ₁₀ aryl group and a C ₆ -C ₁₂ aryloxy group, a heterocycloalkenyl group, A cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₁₀ aryl group and a C ₆ -C ₁₂ aryloxy group; And

_{-Si (Q 61) (Q 62} ) (Q 63), -N (Q 64) (Q 65), -B (Q 66) (Q 67) and _{-P (= O) (R 68} ) (R 69 );

≪ / RTI >

n is 2,

However, the following compounds are excluded from the first compound and the second compound,

The substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkylene group, the substituted C ₃ -C ₁₀ cycloalkenylene group, the substituted C ₁ -C ₁₀ heterocycloalkenylene group, the substituted a C ₆ -C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, a substituted bivalent non-condensed polycyclic aromatic heterocyclic group, a substituted C ₁ -C ₆₀ 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 cycloalkyl group, a substituted C ₁ -C ₁₀ hetero A substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted C ₆ -C ₆₀ aryl group, a 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 groups, and substituted monovalent non-aromatic heterocyclic group selected from the substituent group of the condensed polycyclic group enemy Figure one,

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 and a C ₁ -C ₆₀ 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 ₆₀ aryl group, C ₆ -C ₆₀ aryloxy groups (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, _{-Si (Q 11) (Q 12} ) (Q 13), -N (Q 14) (Q 15) and _{-B (Q 16) (Q 17} ) from the at least one selected substituted, 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;

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, a monovalent non-aromatic heterocyclic polycyclic group, a biphenyl group and a terphenyl 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 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 condensed polycyclic _{group, -Si (Q 21) (Q} 22) (Q 23), -N (Q 24) (Q 25) and _{-B (Q 26) (Q 27} ) from the at least one selected substituted, 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 condensed polycyclic group, a biphenyl group and a terphenyl group; And

_{-Si (Q 31) (Q 32} ) (Q 33), -N (Q 34) (Q 35) and _{-B (Q 36) (Q 37} );

≪ / RTI >

Wherein Q ₁ to Q ₃ , Q ₁₁ to Q ₁₇ , Q ₂₁ to Q ₂₇ , Q ₃₁ to Q ₃₇ , Q ₄₁ to Q ₄₃ , Q ₅₁ to Q ₅₉ and Q ₆₁ to Q ₆₉ independently of one another are hydrogen, deuterium 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 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 , A C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- An aromatic heterocyclic polycyclic group, a biphenyl group, and a terphenyl group.

The organic light emitting diode has a low driving voltage, a high efficiency, and a long life.

1 is a view schematically showing the structure of an organic light emitting device according to one embodiment.

The organic light emitting device includes a first electrode, a second electrode facing the first electrode, a light emitting layer interposed between the first electrode and the second electrode, a hole transporting region interposed between the first electrode and the light emitting layer, And an electron transporting region interposed between the light emitting layer and the second electrode, the electron transporting region including an electron control layer.

The first electrode may be an anode, the second electrode may be a cathode, and a description of the first electrode and the second electrode will be given later.

Wherein the hole transporting region comprises at least one compound selected from a first compound represented by the following general formula (1) and a second compound represented by the following general formula (2), and the electron control layer comprises a third compound represented by the following general formula can do:

≪ Formula 1 >

(2)

(3)

≪ Formula 3 >

In the general formulas (1) and (2), L ₁ to L ₃ and L ₁₁ to L ₁₅ independently represent a substituted or unsubstituted C ₃ -C ₁₀ cycloalkylene group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl 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 ₆₀ arylene group, a C ₁ -C ₆₀ heteroaryl group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group (substituted or unsubstituted divalent non-aromatic condensed polycyclic group) and a substituted or unsubstituted divalent non-ring-fused polycyclic aromatic heterocyclic group, (substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group).

For example, L ₁ to L ₃ and L ₁₁ to L ₁₅ in the general formulas (1) and (2)

A phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro- A phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, A thiophenylene group, a furanylene group, a silyloylene group, an indolylene group, an isohexylene group, an isohexylene group, an isohexylene group, a naphthylene group, A dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, Rengi; 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, a furanyl group, a silyl group, an indolyl group, an isoyl group, an isoindolyl group, an isoindolyl group, an isobutyryl group, Indolyl group, benzofuranyl group, benzothiophenyl group, benzoylolyl group, carbazolyl group, dibenzofura Group, a dibenzo-thio group, a dibenzo silole group, benzo carbazole group, a dibenzo carbazole group, a biphenyl group, a terphenyl group and a _{-Si (Q 31) (Q 32} ) (Q 33) from the at least one substitution selected, A phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro- A phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, A thiophenylene group, a furanylene group, a silyloylene group, an indolylene group, an isohexylene group, an isohexylene group, an isohexylene group, a naphthylene group, Indolylene group, benzofuranylene group, benzothiophenylene group, benzoxylolyl group Group, a carbazolyl group, a dibenzo-furanyl group, a thiophenyl group dibenzofuran, dibenzothiophene room rolil group, a carbazolyl group and a benzo-dibenzo carbazolyl group;

≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a phenanthryl group, a phenanthryl 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 pyrroyl group, a thiophenyl group, a furanyl group, A benzothiophenyl group, a benzothiophenyl group, a benzoylolyl group, a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazole group, Dienes, biphenyl groups, and terphenyl groups.

As another example, L ₁ to L ₃ and L ₁₁ to L ₁₅ in the general formulas (1) and (2) may be independently selected from the groups represented by the following formulas (3-1) to (3-24) no:

Of the above-mentioned formulas (3-1) to (3-24)

And Y ₁ is _{O, S, C (Z 3} ) (Z 4), N (Z 5) , or _{Si (Z 6) (Z 7} ),

Z ₁ to Z ₇ 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 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 spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), wherein the substituent is selected from the group consisting of a substituted or unsubstituted aryl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted arylthio group,

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, A thiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzoylsilyl group, a biphenyl group and a terphenyl group,

d1 is selected from integers from 1 to 4,

d2 is selected from integers from 1 to 3,

d3 is selected from integers from 1 to 6,

d4 is selected from integers from 1 to 8,

d5 is 1 or 2,

d6 is selected from integers from 1 to 5,

* And * are binding sites with neighboring atoms.

A1 to a3 and a11 to a14 in the general formulas (1) and (2) are independently an integer selected from 0 to 3, and a15 may be an integer selected from 1 to 10. a1 represents the number of L _{1 in} the formula ( ₁ ), and when a1 is 0, * - (L ₁ ) _a1- * represents a single bond, and when a1 is 2 or more, 2 or more L _{1 s} are the same or different . a2, a3 and a11 to a15 can be understood with reference to the description of a1 and the structures of the formulas (1) and (2).

For example, in the above formulas (1) and (2), a1 to a3 and a11 to a14 may independently be 0, 1 or 2.

As another example, a15 in the general formula (2) may be an integer selected from 1 to 6.

As another example, a15 in Formula 2 may be an integer selected from 2 to 6.

As another example, a15 in Formula 2 may be an integer selected from 3 to 6.

According to one embodiment, of the general formula (2), and a15 is 1, L ₁₅ may be selected from a group represented by the formula 3-3 to 3-10, 3-13 and 3-15 to 3-24, But is not limited thereto.

According to another embodiment, * - (L ₁₅ ) _a15- * in the above formula (2) is represented by the following formulas A-1 to A-12, B-1 to B-20, C-1 to C- To D-25, and E-1 to E-4.

Among the formulas A-1 to A-12, B-1 to B-20, C-1 to C-29, D-1 to D-25 and E-1 to E-

T ₁ to T ₆ 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 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 spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, a terphenyl group and -Si Selected,

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, and a terphenyl group,

c1 to c6 are independently selected from integers of 0 to 4,

* And * are binding sites with neighboring atoms.

In the general formulas (1) and (2), R ₁ to R ₃ and R ₁₁ to R ₁₄ independently represent a substituted or unsubstituted C ₁ -C ₆₀ alkyl group, a substituted or unsubstituted C ₂ -C ₆₀ alkenyl group, hwandoen 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 ring - 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, a substituted or An unsubstituted monovalent non-aromatic heterocyclic polycyclic group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ ).

For example, R ₁ to R ₃ and R ₁₁ to R ₁₄ in the above formulas (1) and (2)

A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptenyl group, an indacenyl 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, Examples of the substituent include fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, pentaerythritol, A substituted or unsubstituted heteroaromatic group such as pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, pyrrolyl, thiophenyl, ), Furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, thiazolyl, isoxazolyl, isoxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, a phthalazinyl 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 benzoimidazolyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoimidazolyl group, Benzooxazolyl, isobenzooxazolyl, isobenzoxazolyl, Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, Dibenzocarbazolyldibenzoylsilyl, thiadiazolyl, imidazopyridinyl, and imidazolopyrimidinyl groups; 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 triphenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylrryenyl 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 pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, A quinolinyl group, a quinazolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, A benzothiazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, An imidazopyrimidinyl group, a biphenyl group, a terphenyl group, and a group represented by -Si ((O) (O) Q ₃₁₎ (Q ₃₂₎ (value of at least one selected from the group consisting of Q ₃₃₎ A phenyl group, a phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a phenenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, an isoxazolyl 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 benzoquinolinyl group, a phthalazinyl group , A naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinolinyl group, a carna A phenanthridinyl 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, a benzoxazolyl group, A thiazolyl group, a thiadiazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyldibenzoylsilyl group, A ridinyl group and an imidazopyrimidinyl group;

≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a biphenyl group and a terphenyl group.

According to one embodiment, R ₁ to R ₃ and R ₁₁ to R ₁₄ in the general formulas (1) and (2)

A phenyl group, a phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenylene group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, A benzoyl group, a benzoyl group, a carbazolyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a carbamoyl group, Dibenzofuranoyl group, dibenzothiophenyl group, dibenzoylsilyl 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 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 perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, a fluorenyl group, a fluorenyl group, a fluorenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, , An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a silolyl group, an indolyl group, an iso A dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiopyranyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a biphenyl group, a terphenyl group, a benzopyranyl group, a benzopyranyl group, and _{-Si (Q 31) (Q 32} ) (Q 33) from the at least one selected substituted, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group, an azulenyl group, a heptyl group Frontale, indazol hexenyl group, an acetoxy-naphthyl group, A phenanthrenyl group, an anthracenylene group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrenyl group, a pyrenyl 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 diazo group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, A diazo group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group and a dibenzocarbazolyl group;

≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenylene group, a fluoranthienyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a phenanthryl 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 pyrroyl group, a thiophenyl group, a furanyl group, A benzothiophenyl group, a benzothiophenyl group, a benzoylolyl group, a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazole group, Dienes, biphenyl groups, and terphenyl groups.

According to another embodiment, R ₁ to R ₃ and R ₁₁ to R ₁₄ in the general formulas (1) and (2) may be independently selected from the groups represented by the following general formulas (5-1) to Not:

In the above formulas 5-1 to 5-22

Y ₃₁ is O, S, C (Z ₃₃ ) (Z ₃₄ ), N (Z ₃₅ ) or Si (Z ₃₆ ) (Z ₃₇ );

Z ₃₁ to Z ₃₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, An acid group or a salt thereof, 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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl 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 anthracenylene 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, a silyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group , Benzo (Q ₃₂ silole group, a carbazole group, a dibenzo furanoid group, a dibenzo-thio group, a dibenzo silole group, benzo carbazole group, a dibenzo carbazole group, a biphenyl group, a terphenyl group and a -Si (Q ₃₁₎ ) ≪ / _RTI > (Q33)

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenylene group, a fluoranthienyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a phenanthryl 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 pyrroyl group, a thiophenyl group, a furanyl group, A benzothiophenyl group, a benzothiophenyl group, a benzoylolyl group, a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazole group, A diaryl group, a biphenyl group, and a terphenyl group,

e3 is selected from integers from 1 to 3,

e4 is selected from integers from 1 to 4,

e5 is selected from integers from 1 to 5,

e6 is selected from integers from 1 to 6,

e7 is selected from integers from 1 to 7,

e8 is selected from integers from 1 to 8,

e9 is selected from integers from 1 to 9,

* Is the binding site with neighboring atoms.

According to one embodiment, R ₁ to R ₃ in the formula (1) are, independently of each other, a substituted or unsubstituted C ₃ -C ₁₀ cycloalkyl group, a substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkyl group, hwandoen 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 ₁ -C ₆₀ heteroaryl An aryl group and a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group,

The substituted C ₃ -C ₁₀ cycloalkyl, substituted C ₁ -C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted C ₆ - C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, and a substituted monovalent non-aromatic condensed polycyclic 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 ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom,

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, a monovalent non-aromatic heterocyclic polycyclic group, a biphenyl group and a terphenyl 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 ₁ -C ₆₀ alkyl, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ hetero 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, 1 a non-aromatic heterocyclic group and the condensed polycyclic _{-Si (Q 21) (Q 22} ) (Q 23) from the at least one selected substituted, 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, , Monovalent non-aromatic condensed polycyclic groups, monovalent non- Hyangjok hetero condensed polycyclic group, a biphenyl group and a terphenyl group; And

_{-Si (Q 31) (Q 32} ) (Q 33); ≪ / RTI >

Q ₂₁ to Q ₂₃ and Q ₃₁ to Q ₃₃ are independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl group, a cyano group, a nitro group, an amino group, Or a salt thereof, a phosphoric 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, a C ₁ -C ₆ alkyl group, ₆₀ alkoxy group, 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 ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic heterocyclic group may be selected from a condensed polycyclic group, a biphenyl group and a terphenyl group-condensed polycyclic aromatic group, a monovalent non.

B1 to b3 and b11 to b14 in the above general formulas (1) and (2), independently of one another, may be an integer selected from 1 to 5. b1 represents the number of R1, and when b1 is 2 or more, R2 of 2 or more are the same or different from each other.

B1 to b3 and b11 to b14 in the above general formulas (1) and (2) may be independently 1 or 2.

For example, b1 to b3 and b11 to b14 in the above formulas (1) and (2) may independently be 1, but are not limited thereto.

According to one embodiment, the first compound may be represented by the formula (1A): < EMI ID =

≪

≪ RTI ID =

The descriptions of L ₁ to L ₃ , a ₁ to a ₃ and R ₃ are the same as described in this specification,

Z _31a , Z _32a , Z _31b , Z _32b and Z ₃₃ to Z ₃₅ are each independently 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, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoro group, a thienyl group, a thienyl group, a thienyl group, a heptenyl group, an indanecenyl 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 coronenyl group, an oleyl group, a naphthalenyl group, a phenanthryl group, A benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzyl group, a benzyl group, a benzyl group, A diazo group, a benzocarbazolyl group, a dibenzocarbazolyl group, a biphenyl group and a terphenyl group There.

For example,

L ₁ to L ₃ are independently selected from the groups represented by the above formulas (3-1) to (3-24)

a1 to a3 may be, independently of each other, 0, 1 or 2,

R ₃ may be selected from the groups represented by the above formulas (5-1) to (5-22), but is not limited thereto.

According to another embodiment,

a1 = 0, a2 = 0, a3 = 0;

a1 = 1, a2 = 0, a3 = 0;

a1 = 0, a2 = 1, a3 = 0;

a1 = 0, a2 = 0, a3 = 1;

a1 = 1, a2 = 1, a3 = 0;

a1 = 1, a2 = 0, a3 = 1;

a1 = 0, a2 = 1, a3 = 1; or

a1 = 1, a2 = 1, and a3 = 1.

According to another embodiment, the first compound may be represented by the formula:

≪ Formula 1A-1 &

In the above formula (1A-1)

L ₃ , a 3 and R ₃ are the same as described herein,

Z _31a , Z _32a , Z _31b , Z _32b and Z ₃₃ to Z ₃₅ are each independently 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, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoro group, a thienyl group, a thienyl group, a thienyl group, a heptenyl group, an indanecenyl 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 coronenyl group, an oleyl group, a naphthalenyl group, a phenanthryl group, A benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzyl group, a benzyl group, a benzyl group, A diazo group, a benzocarbazolyl group, a dibenzocarbazolyl group, a biphenyl group, and a terphenyl group .

For example, in the formula (1A-1)

L < ₃ > is selected from the group of the above formulas (3-1) to (3-24)

a3 may be, independently of one another, 0, 1 or 2,

R ₃ may be selected from the groups represented by the above formulas (5-1) to (5-22), but is not limited thereto.

In the first compound and the second compound, the following compounds are excluded:

According to one embodiment, it is excluded that R ₁ to R ₃ in the general formula (1) are all substituted or non-substituted carbazolyl groups.

As another example,

i) * - to the (L _{15) a15-} * 'is selected from the formula,

ii) a11 to a14 are all 0,

iii) all of b11 to b14 are 1,

iv) R ₁₁ and R ₁₄ are, independently of each other, a phenyl group; And a phenyl group substituted with a methyl group; If selected,

R ₁₂ and R ₁₃ represent a phenyl group; Naphthyl group; And a phenyl group substituted with a methyl group.

In the above formula

_{i) R 11 = R 12 =} R 13 = R 14 , or;

ii) R ₁₁ = R ₁₄ , R ₁₂ = R ₁₃ , and R ₁₁ ≠ R ₁₂ ;

_{iii) R 11 = R 12 =} R 13 , and R ₁₁ ≠ R ₁₄ ; or

iv) R ₁₁ ≠ R ₁₂ ≠ R ₁₃ ≠ R ₁₄ .

For example, R < ₁₁ > and R < ₁₃ &

Carbazolyl 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, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, A thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzofuranyl group, a dibenzofuranyl group, thiophenyl group, benzo carbazole group, a dibenzo silole group, a pyridinyl group, a biphenyl group, a terphenyl group and a _{-Si (Q 31) (Q 32} ) a carbazole substituted with at least one selected from the group consisting of (Q ₃₃₎ group;

≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, But are not limited to, a thiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group and a terphenyl group.

As yet another example, In the formula _{2 * - (L 15) a15-} * case is to be represented by the general formula E-1,

In the above formula

R < ₁₁ > and R < ₁₄ >

A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylrenyl group, a pyrenyl group, A benzothiophenyl group, a carbazolyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, a thienyl group, a thienyl group, And a terphenyl 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 , 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, a phenalenyl group, a phenanthrenyl group, A furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a thiophenolyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), a phenyl group, a naphthyl group, a naphthyl group or a naphthyl group substituted with at least one of -Si , A fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group A thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofurane group, a thiophene group, a thiophene group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group and a terphenyl group;

≪ / RTI >

R ₁₂ and R ₁₃ are, independently of each other,

A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, A benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group and a terphenyl 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 , 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, a phenalenyl group, a phenanthrenyl group, A furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a thiophenolyl group, A fluorenyl group substituted with at least one member selected from a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, a terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) A spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, A thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofurphenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, , A benzocarbazolyl group, a dibenzoylsilyl group, a pyridinyl group, a biphenyl group and a terphenyl group;

≪ / RTI >

Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, But are not limited to, a thiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group and a terphenyl group.

According to one embodiment, the hole transporting region may include, but is not limited to, at least one compound selected from the following compounds HT1 to HT20 and HT101 to HT125:

Of the above formulas (3) and (3A)

R ₂₁ to R ₂₄ , 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 C ₁ -C ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom, And

_{-Si (Q 41) (Q 42} ) (Q 43);

≪ / RTI >

b21 to b24 independently represent an integer selected from 0 to 4,

R < ₂₆ &

A C ₁ -C ₁₂ alkyl group and a C ₁ -C ₁₂ alkoxy group;

Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₁₂ alkyl group and a C ₁ -C ₁₂ 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 ₁₀ aryl and C ₆ -C ₁₂ aryl Oxime;

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 ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group substituted with at least one selected from a C ₁ -C ₆₀ alkyl group, a C ₁ -C ₆₀ alkoxy group, a phenyl group and a naphthyl group, C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₁₀ aryl groups and C ₆ -C ₁₂ aryloxy; And

_{-Si (Q 51) (Q 52} ) (Q 53), -N (Q 54) (Q 55), -B (Q 56) (Q 57) and _{-P (= O) (R 58} ) (R 59 );

≪ / RTI >

R ₂₇ is a group represented by the above formula (3A), * in the above formula (3A) is a bonding site with nitrogen in the above formula (3)

And X ₁ is N or C (R _31), X ₂ is N or C (R _32), X ₃ is N or C (R _33), X ₄ is N or C (R _34), X ₅ Is N or C (R ₃₅ ), at least one of X ₁ to X ₅ is N,

R ₃₁ to R ₃₅ , 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 C ₁ -C ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom,

C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₁₀ aryl and C ₆ -C ₁₂ aryl Oxime;

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 ₆₀ alkyl, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ A C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkyl group substituted with at least one member selected from the group consisting of a C ₁ -C ₁₀ aryl group and a C ₆ -C ₁₂ aryloxy group, a heterocycloalkenyl group, A cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₁₀ aryl group and a C ₆ -C ₁₂ aryloxy group; And

_{-Si (Q 61) (Q 62} ) (Q 63), -N (Q 64) (Q 65), -B (Q 66) (Q 67) and _{-P (= O) (R 68} ) (R 69 );

≪ / RTI >

n may be 2.

The descriptions of Q ₄₁ to Q ₄₃ , Q ₅₁ to Q _59, and Q ₆₁ to Q ₆₉ refer to the description of Q ₃₁ in the present specification, respectively.

According to one embodiment, among the above formulas (3) and (3A)

R ₂₁ to R ₂₄ , 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 C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group; And

_{-Si (Q 41) (Q 42} ) (Q 43);

≪ / RTI >

b21 to b24 independently of one another are 1 or 2,

Q ₄₁ to Q ₄₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a biphenyl group and a terphenyl group, but is not limited thereto.

According to another embodiment, in Formula (3A) above,

One to three of X &_lt; ₁ > to X &_lt; ₅ >

R ₃₁ to R ₃₅ , 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 C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group and a naphthyl 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 ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ with at least one substituted selected from the group consisting of an alkoxy group, a phenyl group and a naphthyl group; And

_{-Si (Q 61) (Q 62} ) (Q 63), -N (Q 64) (Q 65), -B (Q 66) (Q 67) and _{-P (= O) (R 68} ) (R 69 );

≪ / RTI >

Q ₄₁ to Q ₄₃ and Q ₆₁ to Q ₆₉ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group , A dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a biphenyl group and a terphenyl group,

* Is a bonding site with nitrogen in formula (3).

According to another embodiment, R ₂₇ in the formula (3) may be selected from the group represented by the following formulas (3A-1) to (3A-63), but is not limited thereto:

In the above formula 3A-1 to 3A-63, R _24, b24 and R ₃₁ to a description of the R _35, see what described in the present specification, and * is a bonding site with the formula 3 N, R ₂₅ and b25 a description, see the description of the specification, respectively R ₂₄ and b24.

For example, among the above-mentioned formulas (3A-1) to (3A-63)

R ₂₄ and R ₂₅ 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 C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group; And

_{-Si (Q 41) (Q 42} ) (Q 43);

≪ / RTI >

b24 and b25 independently of one another are 1 or 2,

R ₃₁ to R ₃₅ , 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 C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;

A phenyl group and a naphthyl 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 ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ with at least one substituted selected from the group consisting of an alkoxy group, a phenyl group and a naphthyl group; And

_{-Si (Q 61) (Q 62} ) (Q 63), -N (Q 64) (Q 65), -B (Q 66) (Q 67) and _{-P (= O) (R 68} ) (R 69 );

≪ / RTI >

Q ₄₁ to Q ₄₃ and Q ₆₁ to Q ₆₉ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group , A dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a biphenyl group and a terphenyl group,

* Is a bonding site with nitrogen in formula (3).

According to another embodiment, the third compound may be selected from among the following compounds B-1 to B-4, but is not limited thereto:

Wherein the hole transporting region comprises:

The first compound, and the second compound is not included;

The first compound is not included, and the second compound is included; or

And may include both the first compound and the second compound.

The electron control layer includes the third compound represented by Formula 3 below.

The electron control layer and the light emitting layer may be in direct contact with each other.

According to another embodiment, the electron transport region may further include, in addition to the electron control layer, an electron transport layer and an electron injection layer interposed between the electron control layer and the second electrode, but is not limited thereto.

The hole transporting region of the organic light emitting device includes at least one selected from the first compound represented by Formula 1 and the second compound represented by Formula 2, and the electron transport region of the organic light emitting device Layer includes the third compound represented by Formula 3, the hole and electron injection balance to the light emitting layer can be performed, and the driving voltage, efficiency, and lifetime of the organic light emitting device can be improved.

Hereinafter, a structure and a manufacturing method of one embodiment of the organic light emitting device will be described with reference to FIG.

1 is a schematic view showing the structure of one embodiment of the organic light emitting device.

1 has a structure in which a first electrode 110, a hole transporting region 130, a light emitting layer 150, an electron transporting region 170, and a second electrode 190 are stacked in this order . The electron transport region 170 includes an electron control layer. The electron control layer may contact the light emitting layer 150 directly.

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.

The holes injected from the first electrode 110 are injected into the light emitting layer 150 through the hole transport region 130.

The hole transporting region 130 may be a single layer or may have a multilayer structure of two or more. In addition, the hole transporting region 130 may be formed of a single material or may include two or more different materials.

The hole transporting region 130 includes a hole injection layer / hole transporting layer, a hole injecting layer / a hole transporting layer / a hole transporting layer, a hole transporting layer / a hole transporting layer / a buffer layer / But are not limited to, a structure of an injection layer / hole assist layer, hole injecting layer / buffer layer / hole assist layer, hole transport layer / hole assist layer and hole transport layer / buffer layer / hole assist layer. Alternatively, the hole transporting region 130 may include only a hole injection layer, or may include only a hole transporting 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. For the hole transport layer, the hole auxiliary layer and the buffer layer formation method, refer to the hole injection layer formation method.

When forming the hole injection layer by vacuum deposition, the deposition conditions, for example, about 100 to a deposition temperature of about 500 ℃, about ^10-8 to about 10- ³ torr, and a degree of vacuum of about 0.01 to about 100Å / sec of 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.

For the hole transport layer, the hole auxiliary layer and the buffer layer formation method, refer to the hole injection layer formation method.

The hole transporting region 130 includes at least one compound selected from the first compound represented by Formula 1 and the second compound represented by Formula 2. A detailed description of the first and second compounds is provided herein.

In addition to the first compound and the second compound, the hole transporting region 130 may include m-MTDATA, TDATA, 2-TNATA, NPB, beta-NPB, TPD, Spiro- TPD, Spiro- NPB, methylated NPB, TAPC, HMTPD , TCTA (4,4 ', 4 "-tris (N-carbazolyl) triphenylamine), Pani / DBSA (Polyaniline / Dodecylbenzenesulfonic acid: / Dodecylbenzenesulfonic acid), PEDOT / PSS (poly (3,4-ethylenedioxythiophene) / poly (4-styrenesulfonate) (Polyaniline / camphor sulfonic acid / PANA / PSS / poly (4-styrenesulfonate) / poly (4-styrenesulfonate)) / CSA .

The thickness of the hole transport region 130 may range from about 100 angstroms to about 10,000 angstroms, for example, from about 100 angstroms to about 1000 angstroms. When the hole transporting region 130 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 To about 2000 A, e. G., From about 100 A to about 1500 A. < / RTI > When the thickness of the hole transporting region 130, the hole injecting layer, and the hole transporting layer is in the range described above, satisfactory hole transporting characteristics can be obtained without substantial increase in driving voltage.

In addition to the materials described above, the hole transporting region 130 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 quinone derivatives such as tetracyanoquinodimethane (TCNQ) and compound HT-D2; 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> <Compound HT-D2>

The hole transporting region 130 may further include at least one selected from a buffer layer and an electron blocking layer in addition to the hole injection layer and the hole transporting layer as described above. The buffer layer may compensate the optical resonance distance according to the wavelength of the light emitted from the light emitting layer to increase the light emission efficiency. As the material contained in the buffer layer, a material that can be included in the hole transporting region may be used. The electron blocking layer is a layer that prevents the injection of electrons from the electron transporting region.

According to one embodiment, the hole transporting region 130 includes a hole injecting layer and an electron transporting layer, and the hole injecting layer is formed of the m-MTDATA, TDATA, 2-TNATA, NPB, Wherein at least one compound selected from the first compound and the second compound (for example, the first compound) is selected from the group consisting of TPD, Spiro-NPB, methylated NPB, TAPC, HMTPD and TCTA, But is not limited thereto.

When the hole transporting region 130 includes a hole transporting layer, the hole transporting layer may directly contact the light emitting layer 150, but the present invention is not limited thereto.

Various methods such as vacuum deposition, spin coating, casting, LB method, inkjet printing, laser printing, laser induced thermal imaging (LITI) The light emitting layer 150 is formed. When the light emitting layer 150 is formed by the vacuum deposition method and the spin coating method, the deposition conditions and coating conditions of the light emitting layer 150 refer to deposition conditions and coating conditions of the hole injection layer.

When the organic light emitting device 10 is a full color organic light emitting device, the light emitting layer 150 may be patterned as a red light emitting layer, a green light emitting layer, and a blue light emitting layer for each individual sub-pixel. Alternatively, the light emitting layer 150 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, .

1, the light emitting layer 150 may include a host and a dopant.

The host may include a compound represented by Formula 301 below.

&Lt; Formula 301 >

_{Ar 301- [(L 301) xb1-} R 301] xb2

In Formula 301,

Ar _&lt;

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 , reference is made to the description of L ₁ 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; 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;

&Lt; / RTI &gt;

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;

&Lt; / RTI &gt;

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.

For example, the host may comprise a compound represented by the formula &lt; RTI ID = 0.0 &gt; 301A &

&Lt; Formula 301A >

For a description of the substituents in the above formula (301A), reference is made to what is described herein.

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:

Or the host may include, but is not limited to, one of the following compounds:

The dopant in the light emitting layer may include a phosphorescent dopant or a fluorescent dopant.

The phosphorescent dopant may include an organometallic complex represented by the following formula (401): &lt; EMI ID =

&Lt; Formula 401 >

In the above formula (401)

M is selected from Ir, Pt, Os, Ti, Zr, Hf, Eu, Terbium and Toluide,

X ₄₀₁ to X ₄₀₄ independently of one another are nitrogen or carbon,

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 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 and a C ₁ -C ₆₀ 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 ₆₀ aryl group, C ₆ -C ₆₀ aryloxy groups (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group (non-condensed polycyclic aromatic group), a 1 non-aromatic heterocyclic condensed polycyclic group, selected from _{-N (Q 401) (Q 402} ), -Si (Q 403) (Q 404) (Q 405) and _{-B (Q 406) (Q 407} ) at least one substituted , 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;

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 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 aryl giok group, 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 condensed polycyclic _{group, -N (Q 411) (Q} 412), -Si (Q 413) (Q 414) (Q 415) and _{-B (Q 416) (Q 417} ) from the at least one selected substituted, 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 O Thio, C ₁ -C ₆₀ heteroaryl 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 ;

&Lt; / RTI &gt;

L &lt; ₄₀₁ &gt; is an organic ligand,

xc1 is 1, 2 or 3,

xc2 is 0, 1, 2 or 3;

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, phosphite).

The Q ₄₀₁ to Q _407, Q ₄₁₁ to Q _417, and Q ₄₂₁ to Q ₄₂₇ are independently, hydrogen, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₆ -C ₆₀ aryl groups and C ₁ - C ₆₀ heteroaryl is selected from an aryl group.

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, -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 are 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, -N (R ') - (wherein, R' - may be connected across a) is C ₁ -C ₁₀ alkyl or C ₆ -C ₂₀ aryl group), or -C (= O).

The phosphorescent dopant may, for example, be selected from among the following compounds PD1 to PD76, but is not limited thereto:

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

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; 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 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 501) (Q 502} ) (Q 503) ( Q ₅₀₁ to Q ₅₀₃ 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;

&Lt; / RTI &gt;

The description of L ₅₀₁ to L ₅₀₃ respectively refers to the description of L ₁ in this specification,

R ₅₀₁ and R ₅₀₂ , 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 carbazole group, a triazinyl group, a dibenzofuranyl group and a dibenzothiophenyl 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, a pyrazinyl group, a pyrazinyl group, A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, , Anthracenyl group, pyrenyl group, chrysenyl group, A heterocyclic group, a quinazolinyl group, a quinazolinyl group, a carbazolyl group, a triazinyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, ;

&Lt; / RTI &gt;

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

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

The fluorescent host may comprise at least one of the following compounds FD1 to FD9:

The content of the dopant in the light emitting layer 150 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 150 may be about 100 Å to about 1000 Å, for example, about 200 Å to about 600 Å. When the thickness of the light emitting layer 150 satisfies the above-described range, excellent light emitting characteristics can be exhibited without substantial increase in driving voltage.

Next, an electron transporting region 170 is disposed above the light emitting layer 150. The electron transport region 170 includes an electron control layer.

The electron control layer includes the third compound represented by Formula 3 below. The electron control layer may be in direct contact with the light emitting layer 150.

The thickness of the electron control layer may be from about 10 A to about 5000 A. When the thickness of the electron control layer satisfies the above-described range, satisfactory electron injection balance characteristics can be obtained without substantially increasing the driving voltage.

In addition to the electron control layer, the electron transport region 170 may further include at least one selected from an electron transport layer and an electron injection layer.

For example, the electron transport region 170 may include, but is not limited to, an electron transport layer and an electron injection layer interposed between the electron control layer and the second electrode 190.

The method for forming the electron control layer, the electron transporting layer, and the electron injecting layer refers to the hole injecting layer forming method.

The electron transport layer may include at least one selected from a compound represented by the following formula (601) and a compound represented by the following formula (602).

<Formula 601>

_{Ar 601- [(L 601) xe1-} E 601] xe2

In the above formula (601)

Ar ₆₀₁

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; 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 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 Heptarenylene, fluorene, substituted naphthalene, heptylene, fluorene, substituted heptylene, heptylene, fluorene, and the like, substituted with at least one selected from hydrogen, C ₁ -C ₆₀ alkyl, C ₂ -C ₆₀ alkenyl, C ₆ -C ₆₀ aryl or C ₁ -C ₆₀ heteroaryl. Spiro-fluorene, benzofluor Phenanthrene, phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, klysene, naphthacene, picene, perylene, pentaphene and indenoanthracene;

&Lt; / RTI &gt;

For a description of L ₆₀₁ , reference is made to the discussion of L ₁ 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, An oxadiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridinyl group, A pyrimidinyl 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, 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, a dibenzocarbazolyl group, A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, Pyridinyl 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 quinoxaline group, A phenanthrolinyl group, a phenanthryl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, an isobenzothiazolyl group, an isothiazolyl group, A thiazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzothiazolyl group, an imidazolyl group, A polyhydrazino group, a polyhydrazino group, a polyhydrazino group, a polyhydrazino group,

&Lt; / RTI &gt;

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

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

<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 is , At least one of X ₆₁₁ to X ₆₁₃ is N,

The description of each of L ₆₁₁ to L ₆₁₆ is made by referring to the description of L ₁ 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, pivaloyl group, pyrazinyl group, A ryanyl group, a crycenyl group, a pyridinyl group, a pyrazinyl group, Lee MIDI group, a pyridazinyl group, quinolinyl group, an isoquinolinium group, a quinoxaline group salicylate group, a quinazolinyl group, a carbazolyl and possess triazole;

&Lt; / RTI &gt;

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 be independently selected from the following compounds ET1 to ET15:

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

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 170 may include an electron injection layer that facilitates electron injection from the second electrode 190.

The electron injecting 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 on the electron transport layer. 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 may include at least one selected from 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 above the electron transporting region 170 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 transflective electrode or a transmissive electrode.

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. 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.

The C ₁ -C ₆₀ alkoxy group in the present specification 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 methoxy group, ethoxy group , Isopropyloxy group, and the like.

In the present specification, the C ₂ -C ₆₀ alkenyl group means a hydrocarbon group having 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, a butenyl group And the like. 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, a C ₂ -C ₆₀ alkynyl group means a hydrocarbon group containing at least one carbon-carbon triple bond 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, a cyclo Heptyl 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, the C ₁ -C ₁₀ heterocycloalkyl group means a monovalent monocyclic group having 1 to 10 carbon atoms including at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom , And specific examples thereof 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, Si, P and S as a ring-forming atom, Lt; RTI ID = 0.0 &gt; a &lt; / RTI &gt; 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, a 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 arylene If the group contains two or more rings, the 2 or more rings may be fused to each other.

As used herein, a C ₁ -C ₆₀ heteroaryl group is a monovalent group having at least one heteroatom selected from N, O, Si, P and S as a ring-forming atom and having a carbocyclic aromatic system having from 1 to 60 carbon atoms 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 . 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).

In the present specification, a monovalent non-aromatic condensed polycyclic group is a condensed polycyclic group in which two or more rings are condensed with each other and contain only carbon as a ring-forming atom, and the whole molecule is a non- (E. G., Having from 8 to 60 carbon atoms). Examples of the monovalent 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.

In the present specification, a monovalent non-aromatic condensed heteropolycyclic group is a condensed heteropolycyclic group in which two or more rings are condensed with each other and a heteroatom selected from N, O, Si, P and S in addition to carbon as a ring- (For example, having from 1 to 60 carbon atoms) having a non-aromatic group as a whole. 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 present specification, the substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkylene group, the substituted C ₃ -C ₁₀ cycloalkenylene group, the substituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted C ₆ -C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, a substituted divalent non-aromatic hydrocarbon ring condensed polycyclic group, 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 cycloalkyl group, a substituted C ₁ - C ₁₀ heterocycloalkyl group, a substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heteroaryl cycloalkenyl group, a substituted C ₆ -C ₆₀ aryl, substituted C ₆ -C ₆₀ aryloxy group, the aromatic heterocyclic substituents of the fused polycyclic group-substituted C ₆ -C ₆₀ arylthio group, a substituted C ₁ -C ₆₀ heteroaryl groups, substituted monovalent non-aromatic condensed polycyclic groups, and substituted monovalent non- At least one is selected,

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 and a C ₁ -C ₆₀ 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 ₆₀ aryl group, C ₆ -C ₆₀ aryloxy groups (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, _{-Si (Q 11) (Q 12} ) (Q 13), -N (Q 14) (Q 15) and _{-B (Q 16) (Q 17} ) from the at least one selected substituted, 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;

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, a monovalent non-aromatic heterocyclic polycyclic group, a biphenyl group and a terphenyl 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 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 condensed polycyclic _{group, -Si (Q 21) (Q} 22) (Q 23), -N (Q 24) (Q 25) and _{-B (Q 26) (Q 27} ) from the at least one selected substituted, 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 condensed polycyclic group, a biphenyl group and a terphenyl group; And

_{-Si (Q 31) (Q 32} ) (Q 33), -N (Q 34) (Q 35) and _{-B (Q 36) (Q 37} );

&Lt; / RTI &gt;

Wherein Q ₁ to Q ₇ , Q ₁₁ to Q ₁₇ , Q ₂₁ to Q ₂₇ and Q ₃₁ to Q ₃₇ are each independently selected from the group consisting of hydrogen, deuterium, -F, -Cl, -Br, -I, 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 its salt, a C ₁ -C ₆₀ alkyl group, a C ₂ -C ₆₀ alkenyl group, C ₂ -C ₆₀ alkynyl group, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl It is selected from a condensed polycyclic aromatic heterocyclic group, a biphenyl group and a terphenyl group - group, C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non.

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

In the present specification, "biphenyl group" means a monovalent group in which two benzenes are connected to each other through a single bond, and "terphenyl group" means a monovalent group in which three benzenes are connected to each other through a single bond.

[Example]

[Preparation Example 1] Synthesis of Compound IAz-1

<Step 1> Synthesis of 1- (5H-dibenzo [b, f] azepin-5-yl) ethanone

5H-dibenzo [b, f] azepine (100.0 g, 517.5 mmol), acetyl chloride (44.3 ml, 621.0 mmol) and toluene (1000 ml) were mixed under a nitrogen stream and stirred at 80 ° C for 2 hours.

After the reaction was completed, the organic layer was extracted with ethyl acetate and then concentrated and recrystallized from ethanol to obtain 113.2 g (yield: 93%) of 1- (5H-dibenzo [b, f] azepin-5-yl) ethanone.

^{1 H-NMR: δ 1.86 (} s, 3H), 6.92 (d, 1H), 6.98 (d, 1H), 7.26-7.45 (m, 8H)

Synthesis of 1- (1aH-dibenzo [b, f] oxireno [2,3-d] azepin-6 (10bH) -yl) ethanone

1 obtained in <Step 1> Preparation of Example 1 in a nitrogen atmosphere (5H-dibenzo [b, f ] azepin-5-yl) ethanone (113.2 g, 481.3 mmol), meta- chloroperoxybenzoic acid (99.7 g, 577.5 mmol) , silica (226.5 g), NaOCl (226.5 g), and acetonitrile (1100 ml) were mixed and stirred at 80 ° C for 2 hours.

After the reaction was completed, the organic layer was extracted with methylene chloride, and the mixture was added with MgSO ₄ and filtered. The solvent was removed from the obtained organic layer and then recrystallized from ethanol to obtain 1- (1aH-dibenzo [b, f] oxireno [2,3-d] azepin-6 (10bH) -yl) ethanone (87.1 g, yield 72% .

¹ H-NMR:? 1.95 (s, 3H), 4.28 (s, 2H), 7.26-7.53 (m, 8H)

Step 3 Synthesis of 5-acetyl-5H-dibenzo [b, f] azepin-10 (11H) -one

(1aH-dibenzo [b, f] oxireno [2,3-d] azepin-6 (10bH) -yl) ethanone (87.1 g, 346.5 mmol) obtained in Step 2 of Preparation Example 1, lithium iodide (55.7 g, 415.8 mmol) and chloroform (870 ml) were mixed and stirred at 60 ° C for 1 hour.

After the reaction was completed, the organic layer was extracted with ethyl acetate, the water was removed with MgSO ₄ and recrystallized in ethanol to obtain 70.5 g (yield: 81%) of 5-acetyl-5H-dibenzo [b, f] azepin- %).

^{1 H-NMR: δ 2.10 (} s, 3H), 3.85 (d, 1H), 4.33 (d, 1H), 7.30-7.40 (m, 5H), 7.51-7.59 (m, 2H), 8.10 (d, 1H )

<Step 4> Synthesis of 5H-dibenzo [b, f] azepin-10 (11H) -one

5-acetyl-5H-dibenzo [b, f] azepin-10 (11H) -one (70.5 g, 280.7 mmol) and potassium hydroxide (17.3 g, 308.7 mmol) obtained in Step 3 of Preparation Example 1, And ethylene glycol (700 ml) were mixed and stirred at 200 ° C for 6 hours.

After the reaction was completed, the organic layer was extracted with ethyl acetate, the water was removed with MgSO ₄ , and the residue was purified by column chromatography (Hexane: EA = 6: 1 (v / v)) to obtain 5H-dibenzo [b, f] azepin- 10 (11H) -one (52.9 g, yield 90%).

^{1 H-NMR: δ 3.80 (} d, 1H), 4.25 (d, 1H), 7.20-7.35 (m, 5H), 7.45-7.51 (m, 2H), 7.61 (b, 1H), 8.07 (d, 1H )

<Step 5> Synthesis of Compound IAz-1

(52.9 g, 252.6 mmol) and N, N- diphenylhydrazine (51.2 g, 277.9 mmol) obtained in <Step 4> of Preparation Example 1 under a nitrogen stream and a solution of 5H-dibenzo [ And acetic acid (500 ml), and the mixture was stirred at 120 ° C for 12 hours.

After completion of the reaction, the organic layer was extracted with dichloromethane, added with MgSO ₄ and filtered. The solvent was removed from the obtained organic layer and then purified by column chromatography (Hexane: MC = 4: 1 (v / v)) to obtain Compound IAz-1 (66.1 g, yield 73%).

¹ H-NMR of IAz-1: δ 6.68-6.70 (m , 2H), 6.91-6.99 (m, 2H), 7.09 (t, 1H), 7.19-7.25 (m, 7H), 7.34-7.39 (m, 3H), 7.60 (b, IH), 7.88 (d, IH), 8.02

[Synthesis Example 1] Synthesis of Compound B-1

(2.4 g, 6.7 mmol) and 2- (3'-bromo- [1,1'-biphenyl] -3-yl) -4,6-diphenyl-1 Pd (OAc) ₂ (0.08 g, 0.34 mmol), P ( t- Bu) ₃ (0.16 mL, 0.67 mmol), NaO ( t Bu) 1.29 g, 13.4 mmol) and toluene (70 ml) were mixed and stirred at 110 ° C for 5 hours. After completion of the reaction, toluene was concentrated, and the solid salt was filtered and purified by recrystallization to obtain Compound B-1 (3.2 g, yield 65%).

Mass (theory: 741.29, found: 741 g / mol)

[Synthesis Example 2] Synthesis of Compound B-2

Substituting 2- (4'-chloro- [1,1'-biphenyl] -3-yl) -4,6-diphenyl- biphenyl] -4-yl) -4,6-diphenyl-1,3,5-triazine (3.7 g, 8.0 mmol) was used in place of the target compound B- 2 (3.0 g, yield 60%).

Mass (theory: 741.29, found: 741 g / mol)

[Synthesis Example 3] Synthesis of B-3

Substituting 4- (4'-chlorobiphenyl-4-yl) -2 (3'-bromo- [1,1'-biphenyl] (3.5 g, yield 70%) was obtained in the same manner as in Synthesis Example 1, except that 6-diphenylpyrimidine (3.7 g, 8.0 mmol) was used.

Mass (theory: 740.29, measurement: 740 g / mol)

[Synthesis Example 4] Synthesis of B-4

Substituting 2- (3'-bromo- [1,1'-biphenyl] -3-yl) -4,6-diphenyl-1,3,5- 4 (3.1 g, yield 62%) was obtained in the same manner as in Synthesis Example 1, except that the title compound B-4 (biphenyl] -3-yl) -4,6-diphenylpyridine &Lt; / RTI &gt;

Mass (theory: 739.30, found: 739 g / mol)

Example 1

A glass substrate on which a corning 15 Ω / cm ² (1200 Å) ITO was formed as a substrate and an anode was cut into a size of 50 mm × 50 mm × 0.7 mm, ultrasonically washed with isopropyl alcohol and pure water for 5 minutes, The substrate was irradiated with ultraviolet rays, exposed to ozone to clean the substrate, and then the glass substrate was placed in a vacuum vapor deposition apparatus.

M-MTDATA was vacuum deposited on the ITO anode to form a hole injection layer having a thickness of 600 A, and HT3 was vacuum deposited on the hole injection layer to form a hole transport layer having a thickness of 300 ANGSTROM.

The host AND and the compound FD9 as a dopant were co-deposited on the hole transport layer at a weight ratio of 95: 5 to form a 300 Å thick light emitting layer.

DS-ETA-1004 (Compound B-1) was vacuum deposited on the light emitting layer to form an electron control layer having a thickness of 100 Å. Compound ET1 and LiQ were co-deposited on the electron control layer at a weight ratio of 1: (LiF) was deposited on the electron transport layer to form an electron injection layer having a thickness of 10 A and then a second electrode (cathode) having a thickness of 1000 A was formed by vacuum evaporation of Al to form an organic light emitting element Respectively.

Comparative Example 1

An organic light emitting device was fabricated using the same method as in Example 1 except that no electron control layer was formed.

Comparative Example 2

An organic light emitting device was fabricated in the same manner as in Example 1 except that BCP was used instead of DS-ETA-1004 (Compound B-1) in the formation of the electron control layer.

Evaluation example 1

The driving voltage, efficiency, and lifetime (T ₉₅ ) of the organic light emitting device fabricated in Example 1 and Comparative Examples 1 and 2 were measured using a Keithley MU 236 and a luminance meter PR650, and the results are shown in Table 1. The lifetime T ₉₅ is the time taken for the luminance to become 95% of the initial luminance after driving the organic light emitting element. The efficiencies and lifetimes of Example 1 and Comparative Example 2 are respectively compared with those of Comparative Example 1 in terms of efficiency and service life.

Electron control layer Driving voltage
(V, @ 10 mA / cm ² ) efficiency
(@ 10 mA / cm ² ) life span
(T ₉₅ , @ 10 mA / cm ² ) Example 1 DS-ETA-1004
(Compound B-1) 4.1 1.2 One Comparative Example 1 - 4.5 One One Comparative Example 2 BCP 4.3 0.7 0.65

From Table 1, it can be seen that the organic luminescent device of Example 1 has lower driving voltage, higher efficiency, and longer life than the organic luminescent devices of Comparative Examples 1 and 2.

10: Organic light emitting device
110: first electrode
130: hole transport region
150: light emitting layer
170: electron transport region
190: second electrode

Claims (20)

A first electrode;
A second electrode facing the first electrode;
A light emitting layer interposed between the first electrode and the second electrode;
A hole transporting region interposed between the first electrode and the light emitting layer; And
An electron transporting region interposed between the light emitting layer and the second electrode, the electron transporting region including an electron control layer;
/ RTI &gt;
Wherein the hole transporting region comprises at least one compound selected from the group consisting of a first compound represented by Formula 1 and a second compound represented by Formula 2,
Wherein the electron control layer comprises a third compound represented by Formula 3 below.
&Lt; Formula 1 &gt;

(2)

(3)

&Lt; Formula 3 &gt;

Of the above formulas (1) to (3) and (3A)
L ₁ to L ₃ and L ₁₁ to L ₁₅ 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 groups, substituted or unsubstituted C ₁ -C ₁₀ heterocycloalkenylene groups, substituted or unsubstituted C ₆ -C ₆₀ arylene groups, substituted or unsubstituted C ₁ -C ₆₀ hetero Substituted or unsubstituted divalent non-aromatic condensed polycyclic group and a substituted or unsubstituted divalent non-aromatic heterocyclic polycyclic group (substituted or unsubstituted divalent non- aromatic condensed heteropolycyclic group,
a1 to a3 and a11 to a14 are each independently an integer selected from 0 to 3,
a15 is an integer selected from 1 to 10,
R ₁ to R ₃ and R ₁₁ to R ₁₄ 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 _A substituted or unsubstituted C ₁ -C ₆ 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 _A substituted or unsubstituted C ₁ -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 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, a substituted or unsubstituted monovalent non- An aromatic heterocyclic polycyclic group and -Si (Q ₁ ) (Q ₂ ) (Q ₃ )
b1 to b3 and b11 to b14 are, independently of each other, an integer selected from 1 to 5,
R ₂₁ to R ₂₄ , 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 C ₁ -C ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom, And
_{-Si (Q 41) (Q 42} ) (Q 43);
&Lt; / RTI &gt;
b21 to b24 independently represent an integer selected from 0 to 4,
R &lt; ₂₆ &
A C ₁ -C ₁₂ alkyl group and a C ₁ -C ₁₂ alkoxy group;
Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₁₂ alkyl group and a C ₁ -C ₁₂ 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 ₁₀ aryl and C ₆ -C ₁₂ aryl Oxime;
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 ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ heterocycloalkyl group substituted with at least one selected from a C ₁ -C ₆₀ alkyl group, a C ₁ -C ₆₀ alkoxy group, a phenyl group and a naphthyl group, C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ heteroaryl cycloalkenyl group, C ₆ -C ₁₀ aryl groups and C ₆ -C ₁₂ aryloxy; And
_{-Si (Q 51) (Q 52} ) (Q 53), -N (Q 54) (Q 55), -B (Q 56) (Q 57) and _{-P (= O) (R 58} ) (R 59 );
&Lt; / RTI &gt;
R ₂₇ is a group represented by the above formula (3A), * in the above formula (3A) is a bonding site with nitrogen in the above formula (3)
And X ₁ is N or C (R _31), X ₂ is N or C (R _32), X ₃ is N or C (R _33), X ₄ is N or C (R _34), X ₅ Is N or C (R ₃₅ ), at least one of X ₁ to X ₅ is N,
R ₃₁ to R ₃₅ , 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 C ₁ -C ₆₀ alkyl 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, 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 C ₁ -C ₆₀ alkyl group and a C ₁ -C ₆₀ alkoxy group substituted with at least one selected from the group consisting of a halogen atom,
C ₃ -C ₁₀ cycloalkyl, C ₁ -C ₁₀ heterocycloalkyl, C ₃ -C ₁₀ cycloalkenyl, C ₁ -C ₁₀ heterocycloalkenyl, C ₆ -C ₁₀ aryl and C ₆ -C ₁₂ aryl Oxime;
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 ₆₀ alkyl, C ₁ -C ₆₀ alkoxy group, C ₃ -C ₁₀ cycloalkyl group, C ₁ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ cycloalkenyl group, C ₁ -C ₁₀ A C ₃ -C ₁₀ cycloalkyl group, a C ₁ -C ₁₀ heterocycloalkyl group, a C ₃ -C ₁₀ cycloalkyl group substituted with at least one member selected from the group consisting of a C ₁ -C ₁₀ aryl group and a C ₆ -C ₁₂ aryloxy group, a heterocycloalkenyl group, A cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₁₀ aryl group and a C ₆ -C ₁₂ aryloxy group; And
_{-Si (Q 61) (Q 62} ) (Q 63), -N (Q 64) (Q 65), -B (Q 66) (Q 67) and _{-P (= O) (R 68} ) (R 69 );
&Lt; / RTI &gt;
n is 2,
However, the following compounds are excluded from the first compound and the second compound,

The substituted C ₃ -C ₁₀ cycloalkylene group, the substituted C ₁ -C ₁₀ heterocycloalkylene group, the substituted C ₃ -C ₁₀ cycloalkenylene group, the substituted C ₁ -C ₁₀ heterocycloalkenylene group, the substituted a C ₆ -C ₆₀ aryl group, a substituted C ₁ -C ₆₀ heteroaryl group, a substituted divalent non-aromatic condensed polycyclic group, a substituted bivalent non-condensed polycyclic aromatic heterocyclic group, a substituted C ₁ -C ₆₀ 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 cycloalkyl group, a substituted C ₁ -C ₁₀ hetero A substituted C ₃ -C ₁₀ cycloalkenyl group, a substituted C ₁ -C ₁₀ heterocycloalkenyl group, a substituted C ₆ -C ₆₀ aryl group, a 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 groups, and substituted monovalent non-aromatic heterocyclic group selected from the substituent group of the condensed polycyclic group enemy Figure one,
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 and a C ₁ -C ₆₀ 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 ₆₀ aryl group, C ₆ -C ₆₀ aryloxy groups (aryloxy), C ₆ -C ₆₀ arylthio group (arylthio), C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocyclic condensed polycyclic group, _{-Si (Q 11) (Q 12} ) (Q 13), -N (Q 14) (Q 15) and _{-B (Q 16) (Q 17} ) from the at least one selected substituted, 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;
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, a monovalent non-aromatic heterocyclic polycyclic group, a biphenyl group and a terphenyl 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 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 condensed polycyclic _{group, -Si (Q 21) (Q} 22) (Q 23), -N (Q 24) (Q 25) and _{-B (Q 26) (Q 27} ) from the at least one selected substituted, 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 condensed polycyclic group, a biphenyl group and a terphenyl group; And
_{-Si (Q 31) (Q 32} ) (Q 33), -N (Q 34) (Q 35) and _{-B (Q 36) (Q 37} );
&Lt; / RTI &gt;
Wherein Q ₁ to Q ₃ , Q ₁₁ to Q ₁₇ , Q ₂₁ to Q ₂₇ , Q ₃₁ to Q ₃₇ , Q ₄₁ to Q ₄₃ , Q ₅₁ to Q ₅₉ and Q ₆₁ to Q ₆₉ independently of one another are hydrogen, deuterium 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 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 , A C ₃ -C ₁₀ cycloalkenyl group, a C ₁ -C ₁₀ heterocycloalkenyl group, a C ₆ -C ₆₀ aryl group, a C ₁ -C ₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non- An aromatic heterocyclic polycyclic group, a biphenyl group, and a terphenyl group. The method according to claim 1,
L ₁ to L ₃ and L ₁₁ to L ₁₅ are, independently of each other,
A phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro- A phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, A thiophenylene group, a furanylene group, a silyloylene group, an indolylene group, an isohexylene group, an isohexylene group, an isohexylene group, a naphthylene group, A dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a benzocarbazolylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, a dibenzothiophenylene group, Rengi; 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, a furanyl group, a silyl group, an indolyl group, an isoyl group, an isoindolyl group, an isoindolyl group, an isobutyryl group, Indolyl group, benzofuranyl group, benzothiophenyl group, benzoylolyl group, carbazolyl group, dibenzofura Group, a dibenzo-thio group, a dibenzo silole group, benzo carbazole group, a dibenzo carbazole group, a biphenyl group, a terphenyl group and a _{-Si (Q 31) (Q 32} ) (Q 33) from the at least one substitution selected, A phenylene group, a pentalenylene group, an indenylene group, a naphthylene group, an azulenylene group, a heptarenylene group, an indacenylene group, an acenaphthylene group, a fluorenylene group, a spiro- A phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a phenanthrenylene group, a fluoranthenylene group, a triphenylenylene group, a pyrenylene group, a chrysenylene group, a naphthacenylene group, A thiophenylene group, a furanylene group, a silyloylene group, an indolylene group, an isohexylene group, an isohexylene group, an isohexylene group, a naphthylene group, Indolylene group, benzofuranylene group, benzothiophenylene group, benzoxylolyl group Group, a carbazolyl group, a dibenzo-furanyl group, a thiophenyl group dibenzofuran, dibenzothiophene room rolil group, a carbazolyl group and a benzo-dibenzo carbazolyl group;
&Lt; / RTI &gt;
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a phenanthryl group, a phenanthryl 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 pyrroyl group, a thiophenyl group, a furanyl group, A benzothiophenyl group, a benzothiophenyl group, a benzoylolyl group, a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazole group, A biphenyl group, and a terphenyl group. The method according to claim 1,
Wherein L ₁ to L ₃ and L ₁₁ to L ₁₅ are independently selected from the group consisting of the following formulas (3-1) to (3-24):

Of the above-mentioned formulas (3-1) to (3-24)
And Y ₁ is _{O, S, C (Z 3} ) (Z 4), N (Z 5) , or _{Si (Z 6) (Z 7} ),
Z ₁ to Z ₇ 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 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 spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), wherein the substituent is selected from the group consisting of a substituted or unsubstituted aryl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted arylthio group,
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, A thiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzoylsilyl group, a biphenyl group and a terphenyl group,
d1 is selected from integers from 1 to 4,
d2 is selected from integers from 1 to 3,
d3 is selected from integers from 1 to 6,
d4 is selected from integers from 1 to 8,
d5 is 1 or 2,
d6 is selected from integers from 1 to 5,
* And * are binding sites with neighboring atoms. The method of claim 3,
In the above formula
a15 is 1,
L &lt; ₁₅ &gt; is selected from the group consisting of Formulas 3-3 to 3-10, 3-13 and 3-15 to 3-24. The method according to claim 1,
Wherein a15 in Formula 2 is an integer selected from 2 to 6. The method according to claim 1,
In the formula _{2 * - (L 15) a15-} * ' to the general formula A-1 to A-12, B-1 to B-20, C-1 to C-29, D-1 to D-25 and E -1 to E-4.

Among the formulas A-1 to A-12, B-1 to B-20, C-1 to C-29, D-1 to D-25 and E-1 to E-
T ₁ to T ₆ 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 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 spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, a terphenyl group and -Si Selected,
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, and a terphenyl group,
c1 to c6 are independently selected from integers of 0 to 4,
* And * are binding sites with neighboring atoms. The method according to claim 1,
R ₁ to R ₃ and R ₁₁ to R ₁₄ in the general formulas (1) and (2) are, independently of each other,
A phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptenyl group, an indacenyl 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, Examples of the substituent include fluoranthenyl, triphenylenyl, pyrenyl, chrysenyl, naphthacenyl, picenyl, perylenyl, pentaerythritol, A substituted or unsubstituted heteroaromatic group such as pentaphenyl, hexacenyl, pentacenyl, rubicenyl, coronenyl, ovalenyl, pyrrolyl, thiophenyl, ), Furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, thiazolyl, isoxazolyl, isoxazolyl, isoxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoxazolyl, isoindolyl group, indolyl group, indazolyl group, purinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, phthalazinyl group, a phthalazinyl 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 benzoimidazolyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group, a benzoimidazolyl group, Benzooxazolyl, isobenzooxazolyl, isobenzoxazolyl, Triazolyl group, tetrazolyl group, oxadiazolyl group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazolyl group, Dibenzocarbazolyldibenzoylsilyl, thiadiazolyl, imidazopyridinyl, and imidazolopyrimidinyl groups; 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 triphenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylrryenyl 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 pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a pyridyl group, an imidazolyl group, an imidazolyl group, an imidazolyl group, A quinolinyl group, a quinazolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthroline group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, A benzothiazolyl group, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, an oxadiazolyl group, An imidazopyrimidinyl group, a biphenyl group, a terphenyl group, and a group represented by -Si ((O) (O) Q ₃₁₎ (Q ₃₂₎ (value of at least one selected from the group consisting of Q ₃₃₎ A phenyl group, a phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a phenenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group A thiophenyl group, a furanyl group, an imidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolyl group, an isoxazolyl group, an isoxazolyl group, , Pyridinyl group, pyridinyl group, pyrimidinyl group, pyridazinyl group, isoindolyl group, indolyl group, indazolyl group, pyridinyl group, quinolinyl group, isoquinolinyl group) A naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinolinyl group, a carna A phenanthridinyl 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, a benzoxazolyl group, A thiazolyl group, a thiadiazolyl group, a thiadiazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyldibenzoylsilyl group, A ridinyl group and an imidazopyrimidinyl group;
&Lt; / RTI &gt;
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a biphenyl group, and a terphenyl group. The method according to claim 1,
R ₁ to R ₃ and R ₁₁ to R ₁₄ in the general formulas (1) and (2) are, independently of each other,
A phenyl group, a phenanthrenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spioro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, A phenanthrenyl group, a phenanthrenyl group, an anthracenylene group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, A benzoyl group, a benzoyl group, a carbazolyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a carbamoyl group, Dibenzofuranoyl group, dibenzothiophenyl group, dibenzoylsilyl 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 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 perylene group, a pentenyl group, a hexacenyl group, a pentacenyl group, a rubicenyl group, a coronenyl group, a fluorenyl group, a fluorenyl group, a fluorenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, , An ovalenyl group, a pyrrolyl group, a thiophenyl group, a furanyl group, a silolyl group, an indolyl group, an iso A dibenzothiophenyl group, a dibenzothiophenyl group, a dibenzothiopyranyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a biphenyl group, a terphenyl group, a benzopyranyl group, a benzopyranyl group, and _{-Si (Q 31) (Q 32} ) (Q 33) from the at least one selected substituted, a phenyl group, a pen Frontale group, an indenyl group, a naphthyl group, an azulenyl group, a heptyl group Frontale, indazol hexenyl group, an acetoxy-naphthyl group, A phenanthrenyl group, an anthracenylene group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a pyrenyl group, a pyrenyl 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 diazo group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, A diazo group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group and a dibenzocarbazolyl group;
&Lt; / RTI &gt;
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenylene group, a fluoranthienyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a phenanthryl 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 pyrroyl group, a thiophenyl group, a furanyl group, A benzothiophenyl group, a benzothiophenyl group, a benzoylolyl group, a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazole group, A biphenyl group, and a terphenyl group. The method according to claim 1,
Wherein R ₁ to R ₃ and R ₁₁ to R ₁₄ in the general formulas (1) and (2) are independently selected from the group consisting of the following formulas (5-1) to (5-22)

In the above formulas 5-1 to 5-22
Y ₃₁ is O, S, C (Z ₃₃ ) (Z ₃₄ ), N (Z ₃₅ ) or Si (Z ₃₆ ) (Z ₃₇ );
Z ₃₁ to Z ₃₇ independently represent hydrogen, deuterium, -F, -Cl, -Br, -I, a hydroxyl, a cyano, a nitro, an amino, an amidino, a hydrazine, An acid group or a salt thereof, 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 pentalenyl group, an indenyl group, a naphthyl group, an azulenyl 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 anthracenylene 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, a silyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group , Benzo (Q ₃₂ silole group, a carbazole group, a dibenzo furanoid group, a dibenzo-thio group, a dibenzo silole group, benzo carbazole group, a dibenzo carbazole group, a biphenyl group, a terphenyl group and a -Si (Q ₃₁₎ ) &Lt; / _RTI &gt; (Q33)
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, an heptalenyl group, A phenanthrenyl group, an anthracenylene group, a fluoranthienyl group, a triphenylenyl group, a pyrenyl group, a pyrenyl group, a pyrenyl group, a phenanthryl 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 pyrroyl group, a thiophenyl group, a furanyl group, A benzothiophenyl group, a benzothiophenyl group, a benzoylolyl group, a carbazolyl group, a dibenzofuranoyl group, a dibenzothiophenyl group, a dibenzoylsilyl group, a benzocarbazolyl group, a dibenzocarbazole group, A diaryl group, a biphenyl group, and a terphenyl group,
e3 is selected from integers from 1 to 3,
e4 is selected from integers from 1 to 4,
e5 is selected from integers from 1 to 5,
e6 is selected from integers from 1 to 6,
e7 is selected from integers from 1 to 7,
e8 is selected from integers from 1 to 8,
e9 is selected from integers from 1 to 9,
* Is the binding site with neighboring atoms. The method according to claim 1,
Wherein the first compound is represented by the following formula (1A):
&Lt;

&Lt; RTI ID =
L ₁ to L ₃ , a ₁ to a ₃ and R ₃ are as defined in claim 1,
Z _31a , Z _32a , Z _31b , Z _32b and Z ₃₃ to Z ₃₅ are each independently 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, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoro group, a thienyl group, a thienyl group, a thienyl group, a heptenyl group, an indanecenyl 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 coronenyl group, an oleyl group, a naphthalenyl group, a phenanthryl group, A benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzyl group, a benzyl group, a benzyl group, A diazo group, a benzocarbazolyl group, a dibenzocarbazolyl group, a biphenyl group, and a terphenyl group . 11. The method of claim 10,
&Lt; RTI ID =
a1 = 0, a2 = 0, a3 = 0;
a1 = 1, a2 = 0, a3 = 0;
a1 = 0, a2 = 1, a3 = 0;
a1 = 0, a2 = 0, a3 = 1;
a1 = 1, a2 = 1, a3 = 0;
a1 = 1, a2 = 0, a3 = 1;
a1 = 0, a2 = 1, a3 = 1; or
a1 = 1, a2 = 1, a3 = 1; Organic light emitting device. The method according to claim 1,
Wherein the first compound is represented by the following formula (1A-1):
&Lt; Formula 1A-1 &

In the above formula (1A-1)
L ₃ , a 3 and R ₃ are as defined in claim 1,
Z _31a , Z _32a , Z _31b , Z _32b and Z ₃₃ to Z ₃₅ are each independently 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, A phenanthrenyl group, a phenanthrenyl group, an anthracenyl group, a fluoro group, a thienyl group, a thienyl group, a thienyl group, a heptenyl group, an indanecenyl 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 coronenyl group, an oleyl group, a naphthalenyl group, a phenanthryl group, A benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzoyl group, a benzyl group, a benzyl group, a benzyl group, A diazo group, a benzocarbazolyl group, a dibenzocarbazolyl group, a biphenyl group, and a terphenyl group . The method according to claim 1,
The organic electroluminescent device according to claim 1, wherein R &_lt; ₁ &gt; to R &_lt; ₃ &_gt; are substituted or unsubstituted carbazolyl groups. The method according to claim 1,
In the above formula
i) * - to the (L _{15) a15-} * 'is selected from the formula,

ii) a11 to a14 are all 0,
iii) all of b11 to b14 are 1,
iv) R ₁₁ and R ₁₄ are, independently of each other, a phenyl group; And a phenyl group substituted with a methyl group; If selected,
R ₁₂ and R ₁₃ represent a phenyl group; Naphthyl group; And a phenyl group substituted with a methyl group,
Organic light emitting device. The method according to claim 1,
Wherein R &lt; ₁₁ &gt; and R &lt; ₁₃ &gt;
Carbazolyl 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, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, A thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzofuranyl group, a dibenzofuranyl group, thiophenyl group, benzo carbazole group, a dibenzo silole group, a pyridinyl group, a biphenyl group, a terphenyl group and a _{-Si (Q 31) (Q 32} ) a carbazole substituted with at least one selected from the group consisting of (Q ₃₃₎ group;
&Lt; / RTI &gt;
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, and a terphenyl group. The method according to claim 6,
When * - (L ₁₅ ) _a15- * in the above formula (2) is represented by the above formula (E-1)
In Formula 2,
R &lt; ₁₁ &gt; and R &lt; ₁₄ &gt;
A phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylrenyl group, a pyrenyl group, A benzothiophenyl group, a carbazolyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, a thienyl group, a thienyl group, And a terphenyl 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 , 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, a phenalenyl group, a phenanthrenyl group, A furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a thiophenolyl group, (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ), a phenyl group, a naphthyl group, a naphthyl group or a naphthyl group substituted with at least one of -Si , A fluorenyl group, a spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group A thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofurane group, a thiophene group, a thiophene group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group and a terphenyl group,
R ₁₂ and R ₁₃ are, independently of each other,
A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klychenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, A benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group and a terphenyl 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 , 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, a phenalenyl group, a phenanthrenyl group, A furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofuranyl group, a thiophenolyl group, A fluorenyl group substituted with at least one member selected from a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, a terphenyl group and -Si (Q ₃₁ ) (Q ₃₂ ) (Q ₃₃ ) A spiro-fluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, A thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, a carbazolyl group, a dibenzofurphenyl group, a dibenzothiophenyl group, a dibenzothiophenyl group, , A benzocarbazolyl group, a dibenzoylsilyl group, a pyridinyl group, a biphenyl group and a terphenyl group;
&Lt; / RTI &gt;
Q ₃₁ to Q ₃₃ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a crycenyl group, a pyrrolyl group, a furanyl group, a thiophenyl group, an indolyl group, an isoindolyl group, a benzofuranyl group, A dibenzothiophenyl group, a benzocarbazolyl group, a dibenzosilyl group, a pyridinyl group, a biphenyl group, and a terphenyl group. The method according to claim 1,
Wherein the hole transporting region comprises at least one of the following compounds HT1 to HT20 and HT101 to HT125.

The method according to claim 1,
Wherein R &lt; ₂₇ &gt; is selected from the group consisting of the following structural formulas (3A-1) to (3A-63)

Among the above-mentioned formulas 3A-1 to 3A-63
R ₂₄ and R ₂₅ 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 C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;
Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group; And
_{-Si (Q 41) (Q 42} ) (Q 43);
&Lt; / RTI &gt;
b24 and b25 independently of one another are 1 or 2,
R ₃₁ to R ₃₅ , 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 C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;
Wherein the substituent is selected from the group consisting of 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 carboxylic acid group or a salt thereof, Or a salt thereof, a C ₁ -C ₂₀ alkyl group and a C ₁ -C ₂₀ alkoxy group;
A phenyl group and a naphthyl 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 ₁ -C ₂₀ alkyl group and C ₁ -C ₂₀ with at least one substituted selected from the group consisting of an alkoxy group, a phenyl group and a naphthyl group; And
_{-Si (Q 61) (Q 62} ) (Q 63), -N (Q 64) (Q 65), -B (Q 66) (Q 67) and _{-P (= O) (R 68} ) (R 69 );
&Lt; / RTI &gt;
Q ₄₁ to Q ₄₃ and Q ₆₁ to Q ₆₉ independently represent a C ₁ -C ₁₀ alkyl group, a C ₁ -C ₁₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, A phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a klycenyl group, a carbazolyl group, a benzofuranyl group, a benzothiophenyl group , A dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, a dibenzosilyl group, a biphenyl group and a terphenyl group,
* Is a bonding site with nitrogen in formula (3). The method according to claim 1,
Wherein the third compound is selected from the following compounds B-1 to B-4:

The method according to claim 1,
Wherein the electron control layer and the light emitting layer are in direct contact with each other,
Wherein the electron transporting region further includes an electron transporting layer and an electron injecting layer interposed between the electron control layer and the second electrode.

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