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KR-20260062199-A - ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE INCLUDING THE SAME

KR20260062199AKR 20260062199 AKR20260062199 AKR 20260062199AKR-20260062199-A

Abstract

An organometallic compound represented by the following chemical formula 1 and an organic light-emitting device comprising the organometallic compound are disclosed, and for a description of the substituents in the following chemical formula 1, refer to the description of the invention: <Chemical Formula 1>

Inventors

  • 민민식
  • 이연경
  • 주경식
  • 김황석
  • 배혜진
  • 정연숙
  • 최혜성
  • 허준
  • 김종수
  • 손영목
  • 원중희

Assignees

  • 삼성디스플레이 주식회사

Dates

Publication Date
20260507
Application Date
20241025

Claims (20)

  1. Organometallic compound represented by the following chemical formula 1: <Chemical Formula 1> Among the above chemical formula 1, M1 is a transition metal, and Y 2 is C or N, and Y3 is C or N, and CY 1 , CY 3 to CY 5 and CY 11 to CY 13 are independently C 5 -C 60 carbocyclic groups or C 1 -C 60 heterocyclic groups, and L1 is a single bond, O, S, Se, N( R61 ), B( R61 ), C( R61 )( R62 ), or Si( R61 )( R62 ), and a1 is 1, 2, 3, 4, or 5, and R10 , R30 , R40 , R50 , R61 , and R62 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, substituted or unsubstituted C1 - C60 alkyl group, substituted or unsubstituted C2 - C60 alkenyl group, substituted or unsubstituted C2 - C60 alkynyl group, substituted or unsubstituted C1 - C60 alkoxy group, substituted or unsubstituted C3 - C10 cycloalkyl group, substituted or unsubstituted C1 - C10 heterocycloalkyl group, substituted or unsubstituted C3 - C10 cycloalkenyl group, substituted or unsubstituted C1 - C10 heterocycloalkenyl group, substituted or unsubstitute C6 - C60 aryl group, substituted or unsubstituted C7- C60 alkylaryl group, substituted or unsubstituted C6 -C60 aryloxy group, substituted or unsubstituted C6 - C60 aryltio group, substituted or unsubstituted C1 - C60 heteroaryl group, substituted or unsubstituted C2 - C60 alkylheteroaryl group, substituted or unsubstituted C1 - C60 heteroaryloxy group, substituted or unsubstituted C1 - C60 heteroaryltio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si( Q1 )( Q2 )( Q3 ), -Ge( Q1 )( Q2 )( Q3 ), -C( Q1 )( Q2 )(Q 3 ), -B(Q 1 )(Q 2 ), -N(Q 1 )(Q 2 ), -P(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -S(=O)(Q 1 ), -S(=O) 2 (Q 1 ), -P(=O)(Q 1 )(Q 2 ), or -P(=S)(Q 1 )(Q 2 ), and R 20 is deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amido group, hydrazino group, hydrazono group, substituted or unsubstituted C1 - C60 alkyl group, substituted or unsubstituted C2 - C60 alkenyl group, substituted or unsubstituted C2 - C60 alkynyl group, substituted or unsubstituted C1 - C60 alkoxy group, substituted or unsubstituted C3- C10 cycloalkyl group, substituted or unsubstituted C1 - C10 heterocycloalkyl group, substituted or unsubstituted C3 - C10 cycloalkenyl group, substituted or unsubstituted C1 - C10 heterocycloalkenyl group, substituted or unsubstituted C6 - C60 aryl group, substituted or unsubstituted C7 -C60 alkylaryl group, substituted or Unsubstituted C6 - C60 aryloxy group, substituted or unsubstituted C6- C60 arylthio group, substituted or unsubstituted C1 -C60 heteroaryl group, substituted or unsubstituted C2 - C60 alkylheteroaryl group, substituted or unsubstituted C1 - C60 heteroaryloxy group, substituted or unsubstituted C1 - C60 heteroarylthio group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -Si( Q1 )( Q2 )( Q3 ), -Ge( Q1 )(Q2)( Q3 ), -C( Q1 )(Q2)( Q3 ), -B( Q1 ) ( Q2 ), -N( Q1 ) ( Q2 ), -P(Q 1 )(Q 2 ), -C(=O)(Q 1 ), -S(=O)(Q 1 ), -S(=O) 2 (Q 1 ), -P(=O)(Q 1 )(Q 2 ) or -P(=S)(Q 1 )(Q 2 ) and, Two or more adjacent of R10 , R30 , R40 , R50 , R61 , and R62 optionally combine to form a substituted or unsubstituted C5 - C30 carbocyclic group or a substituted or unsubstituted C1 - C30 heterocyclic group, and b1, b3 to b5 and b11 to b13 are independently 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, and b2 is 0, 1, or 2, and The above substituted C5 - C30 carbocyclic group, substituted C1 - C30 heterocyclic group, substituted C1 -C60 alkyl group, substituted C2- C60 alkenyl group, substituted C2 - C60 alkynyl group, substituted C1 - C60 alkoxy group, substituted C3 - C10 cycloalkyl group, substituted C1 - C10 heterocycloalkyl group, substituted C3 - C10 cycloalkenyl group, substituted C2 - C10 heterocycloalkenyl group, substituted C6 - C60 aryl group, substituted C6- C60 aryloxy group, substituted C6 - C60 arylthio group, substituted C1 - C60 heteroaryl group, substituted C1 - C60 heteroaryloxy group, substituted C At least one of the 1 -C 60 heteroarylthio group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituent of the substituted monovalent non-aromatic heterocondensed polycyclic group is, Deuterium, -F, -Cl, -Br, -I, -CD3 , -CD2H , -CDH2, -CF3 , -CF2H , -CFH2 , hydroxyl group , cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, C1 - C60 alkyl group, C2 - C60 alkenyl group, C2 - C60 alkynyl group or C1 - C60 alkoxy group; Deuterium, -F, -Cl, -Br, -I, -CD3 , -CD2H , -CDH2, -CF3 , -CF2H , -CFH2 , hydroxyl group , cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, C3 - C10 cycloalkyl group, C1 - C10 heterocycloalkyl group, C3 - C10 cycloalkenyl group, C2 - C10 heterocycloalkenyl group, C6 - C60 aryl group, C6 - C60 aryloxy group, C6-C60 arylthio group, C1 -C60 heteroaryl group , C1 - C60 Heteroaryloxy group, C1 - C60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si( Q11 )( Q12 )( Q13 ), -Ge( Q11)(Q12 )( Q13 ), -C( Q11 )(Q12)( Q13 ), -B( Q11 )( Q12 ), -N( Q11 )( Q12 ), -P( Q11 )( Q12 ), -C(=O) ( Q11 ), -S(=O)( Q11 ), -S(=O) 2 ( Q11 ), -P(=O)( Q11 )( Q12 ), -P(=S) ( Q11 )(Q 12 ) or any combination thereof substituted with a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group; C3 - C10 cycloalkyl group, C1 - C10 heterocycloalkyl group, C3 - C10 cycloalkenyl group, C2 - C10 heterocycloalkenyl group, C6 - C60 aryl group, C6 - C60 aryloxy group, C6 - C60 arylthio group, C1 - C60 heteroaryl group, C1 - C60 heteroaryloxy group, C1 - C60 heteroarylthio group, monovalent non-aromatic condensed polycyclic group or monovalent non-aromatic heterocondensed polycyclic group; Deuterium, -F, -Cl, -Br, -I, -CD3 , -CD2H , -CDH2, -CF3 , -CF2H , -CFH2 , hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, C1 - C60 alkyl group, C2 - C60 alkenyl group, C2 - C60 alkynyl group, C1 - C60 alkoxy group, C3 - C10 cycloalkyl group, C1 - C10 heterocycloalkyl group, C3 - C10 cycloalkenyl group, C2 - C10 heterocycloalkenyl group, C6 - C60 aryl group, C6 -C 60 aryloxy group, C6 - C60 arylteo group, C1 - C60 heteroaryl group, C1 - C60 heteroaryloxy group, C1 - C60 heteroarylteo group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -Si( Q21 )( Q22 )( Q23 ), -Ge( Q21 )( Q22 )( Q23 ), -C( Q21 )( Q22 )( Q23 ), -B( Q21 )( Q22), -N(Q21)(Q22 ), -P( Q21 )( Q22 ), -C(= O )( Q21 ), -S(=O) ( Q21 ), -S(=O) 2 (Q 21 ), -P(=O)(Q 21 )(Q 22 ), -P(=S)(Q 21 )(Q 22 ) or any combination thereof, substituted with a C 3 -C 10 cycloalkyl group, C 1 -C 10 heterocycloalkyl group, C 3 -C 10 cycloalkenyl group, C 2 -C 10 heterocycloalkenyl group, C 6 -C 60 aryl group, C 6 -C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group or monovalent non-aromatic heterocondensed polycyclic group; or -Si(Q 31 )(Q 32 )(Q 33 ), -Ge(Q 31 )(Q 32 )(Q 33 ), -C(Q 31 )(Q 32 )(Q 33 ), -B(Q 31 )(Q 32 ), -N(Q 31 )(Q 32 ), -P(Q 31 )(Q 32 ), -C(=O)(Q 31 ), -S(=O)(Q 31 ), -S(=O) 2 (Q 31 ), -P(=O)(Q 31 )(Q 32 ), -P(=S)(Q 31 )(Q 32 ); The above Q1 to Q3 , Q11 to Q13 , Q21 to Q23 and Q31 to Q33 are independently hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, C1 - C60 alkyl group, C2 - C60 alkenyl group, C2 - C60 alkynyl group, C1 - C60 alkoxy group, C3 - C60 carbocyclic group or C1 - C60 heterocyclic group; or Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, C1 - C60 alkyl group, C1 - C60 alkoxy group, C3 - C60 carbocyclic group, C1 - C60 heterocyclic group, or any combination thereof substituted or unsubstituted, C1 - C60 alkyl group, C2 - C60 alkenyl group, C2 - C60 alkynyl group, C1 - C60 alkoxy group, C3 - C60 carbocyclic group or C1 - C60 heterocyclic group;
  2. In paragraph 1, M 1 is an organometallic compound that is beryllium (Be), magnesium (Mg), aluminum (Al), calcium (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au).
  3. In paragraph 1, CY 1 , CY 3 to CY 5 and CY 11 to CY 13 are independently organometallic compounds that are a benzene group, a naphthalene group, a phenanthrene group, a furan group, a thiophene group, a pyrrole group, a cyclopentene group, a silol group, a zemolar group, a benzofuran group, a benzothiophene group, an indole group, an indene group, a benzosilol group, a benzozermolar group, a dibenzofuran group, a dibenzothiophene group, a carbazole group, a fluorene group, a dibenzosilol group, a dibenzozermolar group, a pyridine group, a pyrimidine group, a pyridazine group, or a pyrazine group.
  4. In paragraph 1, Y 2 is C, and Organometallic compound in which Y₃ is N.
  5. In paragraph 1, Organometallic compound, R 20 being a methyl group, -CD3 , -CD2H , -CDH2 , or a group represented by any one of the following chemical formulas 9-1 to 9-39 and 9-44 to 9-61: Among the above chemical formulas 9-1 to 9-39 and 9-44 to 9-61, * is a bonding site with a neighboring atom.
  6. In paragraph 1, Organometallic compounds in which b2 is 0.
  7. In paragraph 1, R 10 , R 30 , R 40 , R 50 , R 61 , and R 62 independently of each other, Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, -SF5 , C1 - C20 alkyl group or C1 - C20 alkoxy group; Deuterium, -F, -Cl, -Br, -I, -CD3 , -CD2H , -CDH2, -CF3 , -CF2H , -CFH2 , hydroxyl group , cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, C1 - C20 alkyl group, deuterium-containing C1 - C20 alkyl group, fluorinated C1 - C20 alkyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, bicyclo[1.1.1]pentyl group, Bicyclo[2.1.1]hexyl group, bicyclo[2.2.1]heptyl group (norbonanyl group), bicyclo[2.2.2]octyl group, ( C1 - C20 alkyl)cyclopentyl group, ( C1 - C20 alkyl)cyclohexyl group, ( C1 - C20 alkyl)cycloheptyl group, ( C1 - C20 alkyl)cyclooctyl group, ( C1 - C20 alkyl)adamantanyl group, ( C1 - C20 alkyl)norbornenyl group, ( C1 - C20 alkyl)cyclopentenyl group, (C1- C20 alkyl)cyclohexenyl group, ( C1 - C20 alkyl)cycloheptenyl group, ( C1 - C20 alkyl)bicyclo[1.1.1]pentyl group, ( C1 -C20 alkyl)bicyclo[2.1.1]hexyl group, ( C1 - C20 alkyl)bicyclo[2.2.1]heptyl group, ( C1 - C20 alkyl)bicyclo[2.2.2]octyl group, silolanyl group, phenyl group, ( C1 - C20 alkyl)phenyl group, biphenyl group, terphenyl group, naphthyl group, 1,2,3,4-tetrahydronaphthyl group, pyridinyl group, pyrimidinyl group, or any combination thereof, substituted with a C1 - C20 alkyl group or a C1 - C20 alkoxy group; Deuterium, -F, -Cl, -Br, -I, -CD3 , -CD2H , -CDH2, -CF3 , -CF2H , -CFH2 , hydroxyl group , cyano group, nitro group, amino group, amido group, hydrazine group, hydrazone group, carboxylic acid group or salt thereof, sulfonic acid group or salt thereof, phosphate group or salt thereof, C1 - C20 alkyl group, deuterium-containing C1 - C20 alkyl group, fluorinated C1 - C20 alkyl group, C1 - C20 alkoxy group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, bicyclo[1.1.1]pentyl group, Bicyclo[2.1.1]hexyl group, bicyclo[2.2.1]heptyl group, bicyclo[2.2.2]octyl group, ( C1 - C20 alkyl)cyclopentyl group, ( C1 - C20 alkyl)cyclohexyl group, ( C1 - C20 alkyl)cycloheptyl group, (C1- C20 alkyl)cyclooctyl group, ( C1 -C20 alkyl)adamantanyl group, ( C1 - C20 alkyl )norbornenyl group, ( C1 - C20 alkyl)cyclopentenyl group, ( C1 - C20 alkyl)cyclohexenyl group, ( C1 - C20 alkyl)cycloheptenyl group, ( C1 - C20 alkyl)bicyclo[1.1.1]pentyl group, ( C1 - C20 Alkyl)bicyclo[2.1.1]hexyl group, ( C1 - C20 alkyl)bicyclo[2.2.1]heptyl group, ( C1 - C20 alkyl)bicyclo[2.2.2]octyl group, silanyl group, phenyl group, ( C1 - C20 alkyl)phenyl group, biphenyl group, terphenyl group, naphthyl group, 1,2,3,4-tetrahydronaphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, imidazoleyl group, pyrazolyl group, thiazoleyl group, isothiazolyl group, oxazolyl group, isoxazolyl group, pyridinyl group, pyrazinyl group, pyrimidinyl group, Pyridadinyl group, isoindole group, indole group, indazole group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazole group, phenanthrolinyl group, benzimidazole group, benzofuranyl group, benzothiophenyl group, isobenzothiazole group, benzoxazole group, isobenzoxazole group, triazole group, tetrazole group, oxadiazole group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole group, dibenzocarbazole group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole group, azadibenzofuranyl group, azadibenzothiophenyl group, or Substituted or unsubstituted by any combination thereof, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, adamantanyl group, norbornenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, bicyclo[1.1.1]pentyl group, bicyclo[2.1.1]hexyl group, bicyclo[2.2.1]heptyl group, bicyclo[2.2.2]octyl group, silanyl group, phenyl group, ( C1 - C20 alkyl)phenyl group, biphenyl group, terphenyl group, naphthyl group, 1,2,3,4-tetrahydronaphthyl group, fluorenyl group, phenanthrenyl group, anthracenyl group, fluoranthenyl group, triphenylenyl group, pyrenyl group, chrysenyl group, pyrroleyl group, thiophenyl group, furanyl group, Imidazole single group, pyrazol single group, thiazole single group, isothiazol single group, oxazol single group, isoxazol single group, pyridinyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, isoindole single group, indole single group, indazole single group, furinyl group, quinolinyl group, isoquinolinyl group, benzoquinolinyl group, quinoxalinyl group, quinazolinyl group, cinolinyl group, carbazole single group, phenanthrolinyl group, benzimidazole single group, benzofuranyl group, benzothiophenyl group, isobenzothiazol single group, benzoxazol single group, isobenzoxazol single group, triazole single group, tetrazol single group, oxadiazole single group, triazinyl group, dibenzofuranyl group, dibenzothiophenyl group, benzocarbazole single group, Dibenzocarbazole yl group, imidazopyridinyl group, imidazopyrimidinyl group, azacarbazole yl group, azadibenzofuranyl group or azadibenzothiophenyl group; or Organometallic compounds that are -N( Q1 )( Q2 ), -Si( Q3 )( Q4 )( Q5 ), -Ge( Q3 )( Q4 )( Q5 ), -B( Q6 )( Q7 ), -P(=O)( Q8 )( Q9 ) or -P( Q8 )( Q9 ).
  8. In paragraph 1, Organometallic compound represented by the following chemical formula 11: <Chemical Formula 11> Among the above chemical formula 11, The description of M 1 , Y 2 , Y 3 , L 1 , a1, R 20, and b2 is the same as in Paragraph 1, and X1 is C( R1 ) or N, X2 is C( R2 ) or N, X3 is C( R3 ) or N, and X 4 is C(R 4 ) or N, X 5 is C(R 5 ) or N, X 6 is C(R 6 ) or N, X 7 is C(R 7 ) or N, and X 8 is C(R 8 ) or N, X 9 is C(R 9 ) or N, X 10 is C(R 10 ) or N, X 11 is C(R 11 ) or N, and X 12 is C(R 12 ) or N, X 13 is C(R 13 ) or N, X 14 is C(R 14 ) or N, X 15 is C(R 15 ) or N, and X 31 is C(R 31 ) or N, X 32 is C(R 32 ) or N, and X 41 is C(R 41 ) or N, X 42 is C(R 42 ) or N, X 43 is C(R 43 ) or N, X 44 is C(R 44 ) or N, and X 51 is C(R 51 ) or N, X 52 is C(R 52 ) or N, X 53 is C(R 53 ) or N, X 54 is C(R 54 ) or N, and The description of R 11 to R 15 is the same as the description of R 10 in Paragraph 1, and The description of R 31 and R 32 is the same as the description of R 30 in Paragraph 1, and The description of R 41 to R 44 is the same as the description of R 40 in Paragraph 1, and The description of R 51 to R 54 is the same as the description of R 50 in Paragraph 1.
  9. In paragraph 1, Organometallic compound represented by any one of the following chemical formulas 21 to 27: <Chemical Formula 21> <Chemical Formula 22> <Chemical Formula 23> <Chemical Formula 24> <Chemical Formula 25> <Chemical Formula 26> <Chemical Formula 27> Among the above chemical formulas 21 to 27, The description of M 1 , L 1 , and a1 is the same as in Paragraph 1, and The description of R 1 to R 15 is the same as the description of R 10 in Paragraph 1, and The description of R 31 and R 32 is the same as the description of R 30 in Paragraph 1, and The description of R 41 to R 44 is the same as the description of R 40 in Paragraph 1, and The description of R 51 to R 54 is the same as the description of R 50 in Paragraph 1.
  10. In paragraph 1, Organometallic compound, any one of the following compounds 1 to 180: .
  11. First electrode; Second electrode; and An organic layer interposed between the first electrode and the second electrode; comprising An organic light-emitting device in which the above organic layer comprises an organometallic compound according to any one of claims 1 to 10.
  12. In Paragraph 11, The above organic layer includes a light-emitting layer, and An organic light-emitting device in which the light-emitting layer comprises the organometallic compound.
  13. In Paragraph 11, The above-described light-emitting layer is an organic light-emitting device that emits blue light with a maximum emission wavelength of 400 nm to 490 nm.
  14. In Paragraph 11, The above-mentioned light-emitting layer includes a host and an emitter, and An organic light-emitting device in which the emitter comprises the organometallic compound.
  15. In Paragraph 11, The light-emitting layer comprises a host, a sensorizer, and an emitter, and An organic light-emitting device in which the above-mentioned sensorizer includes the above-mentioned organometallic compound.
  16. In paragraph 15, An organic light-emitting device in which the above host includes a hole-transporting host, an electron-transporting host, a bipolar host, or a combination thereof.
  17. In paragraph 15, An organic light-emitting diode, wherein the emitter is an organic compound that does not contain metal.
  18. In paragraph 15, An organic light-emitting device in which the host and the sensorizer substantially do not emit light, and the emitter emits light.
  19. In Paragraph 11, The organic layer comprises a hole transport region interposed between the first electrode and the light-emitting layer and an electron transport region interposed between the light-emitting layer and the second electrode, and The above hole transport region includes at least one selected from a hole injection layer, a hole transport layer, and an electron blocking layer, and The above electron transport region includes at least one selected from a hole blocking layer, an electron transport layer, and an electron injection layer, and An organic light-emitting device in which at least one of the hole transport region and the electron transport region comprises the organometallic compound.
  20. An electronic device including an organic light-emitting element of claim 11.

Description

Organometallic compound and organic light-emitting device including the same Organometallic compounds and organic light-emitting devices containing the same are presented. Organic light-emitting devices are self-luminous devices that have excellent viewing angle, response time, brightness, driving voltage, and response speed, and can be multicolored. According to one example, an organic light-emitting device may include an anode, a cathode, and an organic layer interposed between the anode and the cathode, the organic layer including a light-emitting layer. A hole transport region may be provided between the anode and the light-emitting layer, and an electron transport region may be provided between the light-emitting layer and the cathode. Holes injected from the anode move to the light-emitting layer via the hole transport region, and electrons injected from the cathode move to the light-emitting layer via the electron transport region. The holes and electrons recombine in the light-emitting layer region to generate excitons. Light is generated as these excitons change from an excited state to a ground state. FIG. 1 is a cross-sectional view schematically showing an organic light-emitting device according to one embodiment. The above organometallic compound is represented by the following chemical formula 1: <Chemical Formula 1> In the above chemical formula 1, M1 is a transition metal. According to one embodiment, M1 in the above chemical formula 1 may be beryllium (Be), magnesium (Mg), aluminum (Al), calcium (Ca), titanium (Ti), manganese (Mn), cobalt (Co), copper (Cu), zinc (Zn), gallium (Ga), germanium (Ge), zirconium (Zr), ruthenium (Ru), rhodium (Rh), palladium (Pd), silver (Ag), rhenium (Re), platinum (Pt), or gold (Au). According to one embodiment, the above M1 may be Pd, Pt, or Au. According to one embodiment, in the above chemical formula 1, M1 may be Pt or Pd. According to one embodiment, among the above chemical formula 1, M1 may be Pt. In the above chemical formula 1, Y₂ is C or N. According to one implementation example, Y 2 can be C. In the above chemical formula 1, Y3 is C or N. According to one implementation example, Y 3 can be N. In the above chemical formula 1, CY 1 , CY 3 to CY 5 and CY 11 to CY 13 are independently C 5 -C 60 carbocyclic groups or C 1 -C 60 heterocyclic groups. According to one embodiment, CY 1 , CY 3 to CY 5 and CY 11 to CY 13 are independently of each other (i) a first ring, (ii) a second ring, (iii) a condensed ring in which two or more first rings are condensed together, (iv) a condensed ring in which two or more second rings are condensed together, (v) a condensed ring in which one or more first rings and one or more second rings are condensed together, or (vi) a group represented by the above formula 1A, and The first ring is a cyclopentane group, a cyclopentadiene group, a furan group, a thiophene group, a pyrrole group, a silol group, an indene group, a benzofuran group, a benzothiophene group, an indole group, a benzocilol group, an oxazole group, an isoxazole group, an oxadiazole group, an isoxadiazole group, an oxatriazole group, an isoxatriazole group, a thiazole group, an isothiazole group, a thiadiazole group, an isothiazole group, a thiatriazole group, an isothiazole group, a pyrazol group, an imidazole group, a triazole group, a tetrazole group, an azacilol group, a diazcilol group, or a triazcilol group, and The second ring above may be an adamantane group, norbornene group, bicyclo[1.1.1]pentane group, bicyclo[2.1.1]hexane group, bicyclo[2.2.1]heptane group (norbornane group), bicyclo[2.2.2]octane group, cyclohexane group, cyclohexene group, benzene group, pyridine group, pyrimidine group, pyrazine group, pyridazine group, or triazine group. According to one embodiment, CY 1 , CY 3 to CY 5 and CY 11 to CY 13 are independently a benzene group, a naphthalene group, anthracene group, phenanthrene group, triphenylene group, pyrene group, chrysene group, 1,2,3,4-tetrahydronaphthalene group, benzothiophene group, benzofuran group, indole group, indene group, benzocilol group, benzoborol group, benzophospol group, benzoselenophene group, benzozermol group, dibenzothiophene group, dibenzofuran group, carbazole group, fluorene group, dibenzocilol group, dibenzoborol group, dibenzophospol group, dibenzoselenophene group, dibenzozermol group, dibenzothiophene 5-oxide group, 9H-fluoren-9-one group, dibenzothiophene 5,5-Dioxide group, Azabenzothiophen group, Azabenzofuran group, Azaindole group, Azaindene group, Azabenzicilol group, Azabenzovorol group, Azabenzophospol group, Azabenzoselenophene group, Azabenzozermol group, Azadibenzothiophen group, Azadibenzofuran group, Azacarbazole group, Azafluoren group, Azadibenzicilol group, Azadibenzovorol group, Azadibenzophospol group, Azadibenzoselenophene group, Azadibenzozermol group, Azadibenzothiophen 5-oxide group, Aza-9H-fluoren-9-one group, Azadibenzothiophen 5,5-Dioxide group, Pyridine group, Pyrimidine group,