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CN-121991107-A - Heterocyclic compound, organic light-emitting device including the same, and electronic device

CN121991107ACN 121991107 ACN121991107 ACN 121991107ACN-121991107-A

Abstract

Provided are heterocyclic compounds, organic light-emitting devices including the same, and electronic devices, the heterocyclic compounds being represented by formula 1, the description of the groups and variables in formula 1 being provided herein.

Inventors

  • LI XIALIN
  • ZHAO HUAYING
  • CUI ZHUN
  • JIN XIANGMO
  • Jin Huangshi
  • LI ENQING
  • Jin Laicheng
  • JIN ZHIHUAN
  • NAN CHENGHU
  • LI YANGENG
  • ZHENG DUOYUN

Assignees

  • 三星电子株式会社

Dates

Publication Date
20260508
Application Date
20251103
Priority Date
20241106

Claims (20)

  1. 1. A heterocyclic compound represented by formula 1: 1 (1) Wherein, in the formula 1, Y 11 and Y 12 are each independently a single bond 、O、S、Se、N(Ar 3 )、N(R 1 )、C(R 1 )(R 2 )、Si(R 1 )(R 2 )、Ge(R 1 )(R 2 )、B(R 1 )、P(R 1 )、P(=O)(R 1 )、S(=O) 2 、 or C (=o), Y 21 and Y 22 are each independently a single bond 、O、S、Se、N(Ar 4 )、N(R 3 )、C(R 3 )(R 4 )、Si(R 3 )(R 4 )、Ge(R 3 )(R 4 )、B(R 3 )、P(R 3 )、P(=O)(R 3 )、S(=O) 2 、 or C (=o), Ar 1 to Ar 4 are each independently a group represented by formula 2, 2, 2 Wherein, in the formulas 1 and 2, CY 11 to CY 13 、CY 21 to CY 23 , and CY 3 to CY 6 are each independently a C 5 -C 30 carbocyclic group or a C 1 -C 30 heterocyclic group, Represents a single bond or a double bond, provided that two Not both of them are double bonds at the same time, * Represents the binding site to an adjacent atom, R 1 to R 4 、R 10 、R 20 、R 30 、R 40 、R 50 and R 60 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , Hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted C 2 -C 60 alkynyl, Substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 1 -C 60 alkylthio, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, A substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocyclenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 7 -C 60 alkylaryl group, Substituted or unsubstituted C 7 -C 60 arylalkyl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, Substituted or unsubstituted C 2 -C 60 alkylheteroaryl, substituted or unsubstituted C 2 -C 60 heteroarylalkyl, substituted or unsubstituted C 1 -C 60 heteroaryloxy, substituted or unsubstituted C 1 -C 60 heteroarylthio, A substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group 、-N(Q 1 )(Q 2 )、-Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-B(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-P(=O)(Q 1 )(Q 2 )、 or-P (=s) (Q 1 )(Q 2 ), B11 to b13, b21 to b23, b30, b40, b50, and b60 are each independently 1,2,3, 4,5, 6, 7, 8, 9, 10, 11, 12, 13, or 14, Two or more of adjacent R 1 to R 4 、R 10 、R 20 、R 30 、R 40 、R 50 , and R 60 are optionally combined with each other to form a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 30 heterocyclic group, Substituted C 5 -C 30 carbocycle groups, substituted C 1 -C 30 heterocycle groups, substituted C 1 -C 60 alkyl groups, substituted C 2 -C 60 alkenyl groups, Substituted C 2 -C 60 alkynyl, substituted C 1 -C 60 alkoxy, substituted C 1 -C 60 alkylthio, substituted C 3 -C 10 cycloalkyl, Substituted C 1 -C 10 heterocycloalkyl, substituted C 3 -C 10 cycloalkenyl, substituted C 1 -C 10 heterocycloalkenyl, substituted C 6 -C 60 aryl, Substituted C 7 -C 60 alkylaryl, substituted C 7 -C 60 arylalkyl, substituted C 6 -C 60 aryloxy, substituted C 6 -C 60 arylthio, Substituted C 1 -C 60 heteroaryl, substituted C 2 -C 60 alkylheteroaryl, substituted C 2 -C 60 heteroarylalkyl, substituted C 1 -C 60 heteroaryloxy, Substituents for substituted C 1 -C 60 heteroarylthio, substituted monovalent non-aromatic fused polycyclic groups, and substituted monovalent non-aromatic fused heteropolycyclic groups are: Deuterium 、-F、-Cl、-Br、-I、-SF 5 、-CD 3 、-CD 2 H、-CDH 2 、-CF 3 、-CF 2 H、-CFH 2 、 hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkylthio, or C 1 -C 60 alkoxy; C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkylthio, each substituted as follows, Or C 1 -C 60 alkoxy: deuterium 、-F、-Cl、-Br、-I、-SF 5 、-CD 3 、-CD 2 H、-CDH 2 、-CF 3 、-CF 2 H、-CFH 2 、 hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, c 3 -C 10 cycloalkenyl, C 1 -C 10 heterocyclenyl, C 6 -C 60 aryl, C 7 -C 60 alkylaryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, C 2 -C 60 alkylheteroaryl, C 1 -C 60 heteroaryloxy, C 1 -C 60 heteroarylthio, A monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group 、-N(Q 11 )(Q 12 )、-Si(Q 11 )(Q 12 )(Q 13 )、-Ge(Q 11 )(Q 12 )(Q 13 )、-C(=O)(Q 11 )、-S(=O)(Q 11 )、-S(=O) 2 (Q 11 )、-B(Q 11 )(Q 12 )、-P(Q 11 )(Q 12 )、-P(=O)(Q 11 )(Q 12 )、-P(=S)(Q 11 )(Q 12 )、, or a combination thereof; C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, each unsubstituted or substituted as follows, C 6 -C 60 aryl, C 7 -C 60 alkylaryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, C 2 -C 60 Alkylheteroaryl, C 1 -C 60 heteroaryloxy, C 1 -C 60 heteroarylthio, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heteropolycyclic groups: deuterium 、-F、-Cl、-Br、-I、-SF 5 、-CD 3 、-CD 2 H、-CDH 2 、-CF 3 、-CF 2 H、-CFH 2 、 hydroxy, Cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 1 -C 60 alkylthio, 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 7 -C 60 alkylaryl, C 7 -C 60 arylalkyl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, C 2 -C 60 alkylheteroaryl, C 2 -C 60 heteroarylalkyl, C 1 -C 60 heteroaryloxy, A C 1 -C 60 heteroarylthio group, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group 、-N(Q 21 )(Q 22 )、-Si(Q 21 )(Q 22 )(Q 23 )、-Ge(Q 21 )(Q 22 )(Q 23 )、-C(=O)(Q 21 )、-S(=O)(Q 21 )、-S(=O) 2 (Q 21 )、-B(Q 21 )(Q 22 )、-P(Q 21 )(Q 22 )、-P(=O)(Q 21 )(Q 22 )、-P(=S)(Q 21 )(Q 22 )、, or a combination thereof; -N(Q 31 )(Q 32 )、-Si(Q 31 )(Q 32 )(Q 33 )、-Ge(Q 31 )(Q 32 )(Q 33 )、-C(=O)(Q 31 )、-S(=O)(Q 31 )、-S(=O) 2 (Q 31 )、-B(Q 31 )(Q 32 )、-P(Q 31 )(Q 32 )、-P(=O)(Q 31 )(Q 32 )、 or-P (=S) (Q 31 )(Q 32 ) or Combinations thereof, and Q 1 to Q 3 、Q 11 to Q 13 、Q 21 to Q 23 and Q 31 to Q 33 are each independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 1 -C 60 alkylthio, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocyclenyl, C 6 -C 60 aryl, C 7 -C 60 alkylaryl, C 7 -C 60 arylalkyl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, C 2 -C 60 alkylheteroaryl, C 2 -C 60 heteroarylalkyl, c 1 -C 60 heteroaryloxy, C 1 -C 60 heteroarylthio, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heteropolycyclic groups, or C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, each substituted as follows, C 1 -C 60 alkylthio, 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 7 -C 60 alkylaryl, C 7 -C 60 arylalkyl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, C 2 -C 60 alkylheteroaryl, C 2 -C 60 heteroarylalkyl, C 1 -C 60 heteroaryloxy, C 1 -C 60 heteroarylthio, monovalent non-aromatic fused polycyclic groups, or monovalent non-aromatic fused heteropolycyclic groups, deuterium, C 1 -C 60 alkyl, C 6 -C 60 aryl, C 1 -C 60 heteroaryl, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused heteropolycyclic group, or a combination thereof.
  2. 2. The heterocyclic compound according to claim 1, wherein Y 11 and Y 21 are each independently O, S or Se, and Y 12 and Y 22 are each independently O, S, se, N (Ar 3 )、N(R 1 )、C(R 1 )(R 2 ), or Si (R 1 )(R 2 ).
  3. 3. The heterocyclic compound according to claim 1, wherein CY 11 to CY 13 、CY 21 to CY 23 , and CY 3 to CY 6 are each independently a phenyl group, a naphthyl group, a phenanthrene group, a fluorene group, a pyridine group, a pyrimidine group, a quinoline group, an isoquinoline group, a phthalazine group, a naphthyridine group, a quinoxaline group, a quinazoline group, a carbazole group, a dibenzofuran group, a dibenzothiophene group, a dibenzosilole group, a dibenzoborolane group, a dibenzophospholane group, a dibenzoselenophene group, a dibenzogermanium cyclopentadiene group, a dibenzothiophene 5-oxide group, a 9H-fluorene-9-one group, or a dibenzothiophene 5, 5-dioxide group.
  4. 4. The heterocyclic compound according to claim 1, wherein The group represented by formula 2 is a group represented by formula 2A: 2A Wherein, in the formula 2A, X 41 is C (R 41 ) or N, X 42 is C (R 42 ) or N, and X 43 is C (R 43 ) or N, 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, X 55 is C (R 55 ) or N, X 61 is C (R 61 ) or N, X 62 is C (R 62 ) or N, X 63 is C (R 63 ) or N, X 64 is C (R 64 ) or N, X 65 is C (R 65 ) or N, R 41 to R 43 are each independently as described in claim 1 for R 40 , R 51 to R 55 are each independently as described in claim 1 for R 50 , R 61 to R 65 are each independently as described in claim 1 for R 60 , and * Representing the binding site to an adjacent atom.
  5. 5. The heterocyclic compound according to claim 1, wherein The group represented by formula 2 is a group represented by formula 2A-1: 2A-1 Wherein, in the formula 2A-1, R 41 to R 43 are each independently as described in claim 1 for R 40 , R 51 to R 55 are each independently as described in claim 1 for R 50 , R 61 to R 65 are each independently as described in claim 1 for R 60 , and * Representing the binding site to an adjacent atom.
  6. 6. The heterocyclic compound according to claim 1, wherein R 1 to R 4 、R 10 、R 20 、R 30 、R 40 、R 50 , and R 60 are each independently: Hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5 , hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C 1 -C 20 alkyl, C 1 -C 20 alkylthio, or C 1 -C 20 alkoxy; C 1 -C 20 alkyl, C 1 -C 20 alkylthio, or C 1 -C 20 alkoxy each substituted with deuterium 、-F、-Cl、-Br、-I、-SF 5 、-CD 3 、-CD 2 H、-CDH 2 、-CF 3 、-CF 2 H、-CFH 2 、 hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C 1 -C 20 alkyl, deuterated C 1 -C 20 alkyl, fluorinated C 1 -C 20 alkyl, cyclopentyl, cyclohexyl, cycloheptyl, Cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo [1.1.1] pentyl, bicyclo [2.1.1] hexyl, bicyclo [2.2.1] heptyl, bicyclo [2.2.2] octyl, (C 1 -C 20 alkyl) cyclopentyl, (C 1 -C 20 alkyl) cyclohexyl, (C 1 -C 20 alkyl) cycloheptyl, (C 1 -C 20 alkyl) cyclooctyl, (C 1 -C 20 alkyl) adamantyl, (C 1 -C 20 alkyl) norbornenyl, (C 1 -C 20 alkyl) cyclopentenyl, (C 1 -C 20 alkyl) cyclohexenyl, (C 1 -C 20 alkyl) cycloheptenyl, (C 1 -C 20 alkyl) bicyclo [1.1.1] pentyl, (C 1 -C 20 alkyl) bicyclo [2.1.1] hexyl, (C 1 -C 20 alkyl) bicyclo [2.2.1] heptyl, (C 1 -C 20 alkyl) bicyclo [2.2.2] octyl, silacyclopentyl, phenyl, (C 1 -C 20 alkyl) phenyl, biphenyl, terphenyl, naphthyl, 1,2,3, 4-tetrahydronaphthyl, Pyridyl, pyrimidinyl, or a combination thereof; Cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo [1.1.1] pentyl, bicyclo [2.1.1] hexyl, bicyclo [2.2.1] heptyl, bicyclo [2.2.2] octyl, silacyclopentenyl, phenyl, (C 1 -C 20 alkyl) phenyl, biphenyl, terphenyl, naphthyl, 1,2,3, 4-tetrahydronaphthyl, fluorenyl, phenanthryl, anthracenyl, fluoranthenyl, benzo [9,10] phenanthryl, pyrenyl, A radical, a pyrrolyl radical, a thienyl radical, a furyl radical, an imidazolyl radical pyrazolyl, thiazolyl, isothiazolyl, and the like, Azolyl, iso Oxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzo Azolyl and benzisose Oxazolyl, triazolyl, tetrazolyl, Diazolyl, triazinyl, dibenzofuranyl, dibenzothienyl, benzocarbazolyl, dibenzocarbazolyl, imidazopyridinyl, imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, or azadibenzothienyl, deuterium 、-F、-Cl、-Br、-I、-SF 5 、-CD 3 、-CD 2 H、-CDH 2 、-CF 3 、-CF 2 H、-CFH 2 、 hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or a salt thereof, sulfonic acid or a salt thereof, phosphoric acid or a salt thereof, C 1 -C 20 alkyl, Deuterated C 1 -C 20 alkyl, fluorinated C 1 -C 20 alkyl, C 1 -C 20 alkoxy, C 1 -C 20 alkylthio, cyclopentyl, Cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, norbornenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, bicyclo [1.1.1] pentyl, bicyclo [2.1.1] hexyl, bicyclo [2.2.1] heptyl, bicyclo [2.2.2] octyl, (C 1 -C 20 alkyl) cyclopentyl, (C 1 -C 20 alkyl) cyclohexyl, (C 1 -C 20 alkyl) cycloheptyl, (C 1 -C 20 alkyl) cyclooctyl, (C 1 -C 20 alkyl) adamantyl, (C 1 -C 20 alkyl) norbornenyl, (C 1 -C 20 alkyl) cyclopentenyl, (C 1 -C 20 alkyl) cyclohexenyl, (C 1 -C 20 alkyl) cycloheptenyl, (C 1 -C 20 alkyl) bicyclo [1.1.1] pentyl, (C 1 -C 20 alkyl) bicyclo [2.1.1] hexyl, (C 1 -C 20 alkyl) bicyclo [2.2.1] heptyl, (C 1 -C 20 alkyl) bicyclo [2.2.2] octyl, silacyclopentyl, phenyl, (C 1 -C 20 alkyl) phenyl, biphenyl, terphenyl, naphthyl, 1,2,3, 4-tetrahydronaphthyl, fluorenyl, phenanthryl, anthracyl, fluoranthenyl, benzo [9,10] phenanthryl, pyrenyl, and, A radical, a pyrrolyl radical, a thienyl radical, a furyl radical, an imidazolyl radical pyrazolyl, thiazolyl, isothiazolyl, and the like, Azolyl, iso Oxazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, indazolyl, purinyl, quinolinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazolyl, phenanthrolinyl, benzimidazolyl, benzofuranyl, benzothienyl, benzisothiazolyl, benzo Azolyl and benzisose Oxazolyl, triazolyl, tetrazolyl, Imidazopyrimidinyl, azacarbazolyl, and azadibenzofuranyl radical imidazopyrimidinyl, azacarbazolyl, azadibenzofuranyl, and azadibenzothienyl, or a combination thereof; or (b) -N(Q 1 )(Q 2 )、-Si(Q 1 )(Q 2 )(Q 3 )、-Ge(Q 1 )(Q 2 )(Q 3 )、-C(=O)(Q 1 )、-S(=O)(Q 1 )、-S(=O) 2 (Q 1 )、-B(Q 1 )(Q 2 )、-P(Q 1 )(Q 2 )、-P(=O)(Q 1 )(Q 2 )、 Or-P (=s) (Q 1 )(Q 2 ).
  7. 7. The heterocyclic compound according to claim 1, wherein At least one of R 30 in the amount of b30 is-F, -Cl, -Br, -I, -SF 5 , cyano, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, or substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group.
  8. 8. The heterocyclic compound according to claim 1, wherein The heterocyclic compound is a compound represented by formula 11: 11. The method of the invention Wherein, in the formula 11, Y 11 、Y 12 、Y 21 、Y 22 、Ar 1 , and Ar 2 are as described in claim 1, X 11 is C (R 11 ) or N, 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, X 16 is C (R 16 ) or N, X 17 is C (R 17 ) or N, X 18 is C (R 18 ) or N, X 19 is C (R 19 ) or N, X 21 is C (R 21 ) or N, X 22 is C (R 22 ) or N, X 23 is C (R 23 ) or N, X 24 is C (R 24 ) or N, X 25 is C (R 25 ) or N, X 26 is C (R 26 ) or N, X 27 is C (R 27 ) or N, X 28 is C (R 28 ) or N, X 29 is C (R 29 ) or N, X 31 is C (R 31 ) or N, X 32 is C (R 32 ) or N, X 33 is C (R 33 ) or N, R 11 to R 19 are each independently as described in claim 1 for R 10 , R 21 to R 29 are each independently as described in claim 1 for R 20 , and R 31 to R 33 are each independently as described in claim 1 for R 30 .
  9. 9. The heterocyclic compound according to claim 8, wherein R 32 is-F, -Cl, -Br, -I, -SF 5 , cyano, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, or substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, and R 31 and R 33 are each independently hydrogen or deuterium.
  10. 10. The heterocyclic compound according to claim 1, wherein The heterocyclic compound is a compound represented by formula 21: 21, a combination of Wherein, in the formula 21, Y 11 、Y 12 、Y 21 、Y 22 、Ar 1 , and Ar 2 are as described in claim 1, R 11 to R 19 are each independently as described in claim 1 for R 10 , R 21 to R 29 are each independently as described in claim 1 for R 20 , and R 31 to R 33 are each independently as described in claim 1 for R 30 .
  11. 11. The heterocyclic compound according to claim 1, wherein The heterocyclic compound is a compound represented by formula 31: 31, of the order of magnitude Wherein, in the formula 31, Y 11 、Y 12 、Y 21 , and Y 22 are as described in claim 1, R 11 to R 19 are each independently as described in claim 1 for R 10 , R 21 to R 29 are each independently as described in claim 1 for R 20 , R 31 to R 33 are each independently as described in claim 1 for R 30 , R 41 to R 43 and R 41a to R 43a are each independently as described in claim 1 for R 40 , R 51 to R 55 and R 51a to R 55a are each independently as described in claim 1 for R 50 , and R 61 to R 65 and R 61a to R 65a are each independently as described in claim 1 for R 60 .
  12. 12. The heterocyclic compound according to claim 1, wherein The heterocyclic compound is any one of compounds 1 to 510: 。
  13. 13. An organic light emitting device comprising: A first electrode; A second electrode, and An organic layer disposed between the first electrode and the second electrode, Wherein the organic layer comprises an emissive layer, and Wherein the organic layer comprises at least one heterocyclic compound according to any one of claims 1 to 12.
  14. 14. The organic light-emitting device of claim 13, wherein The emissive layer includes the at least one heterocyclic compound.
  15. 15. The organic light-emitting device of claim 14, wherein The emission layer comprises a main body and an emitter, and The emitter comprises the at least one heterocyclic compound.
  16. 16. The organic light-emitting device of claim 15, wherein The amount of the host in the emissive layer is greater than the amount of the at least one heterocyclic compound in the emissive layer on a weight basis.
  17. 17. The organic light-emitting device of claim 15, wherein The emissive layer further comprises a sensitizer.
  18. 18. The organic light-emitting device of claim 17, wherein The sensitizer comprises a phosphorescent dopant.
  19. 19. The organic light-emitting device of claim 14, wherein The emission layer emits blue light having a maximum emission wavelength of 400 nm to 490 nm.
  20. 20. Electronic device comprising an organic light emitting device according to any of claims 13 to 19.

Description

Heterocyclic compound, organic light-emitting device including the same, and electronic device Cross reference to related applications The present application claims priority and equity of korean patent application No. 10-2024-0156459 filed in the korean intellectual property office on month 11 and 6 of 2024, the contents of which are incorporated herein by reference in their entirety. Technical Field The present disclosure relates to a heterocyclic compound, an organic light-emitting device including the heterocyclic compound, and an electronic apparatus including the organic light-emitting device. Background An Organic Light Emitting Device (OLED) is a self-emission device having excellent characteristics in view angle, response time, luminance, driving voltage, response speed, and the like, and produces a full color image. The organic light emitting device includes an anode, a cathode, and an organic layer disposed between the anode and the cathode and including an emission layer. The hole transport region may be disposed between the anode and the emission layer, and the electron transport region may be disposed between the emission layer and the cathode. Holes provided from the anode may move toward the emission layer through the hole transport region, and electrons provided from the cathode may move toward the emission layer through the electron transport region. Holes and electrons recombine in the emissive layer to generate excitons. When the exciton transitions from an excited state to a ground state, light is emitted. Disclosure of Invention Provided are a heterocyclic compound, an organic light-emitting device including the heterocyclic compound, and an electronic apparatus including the organic light-emitting device. Additional aspects will be set forth in part in the detailed description which follows, and in part will be obvious from the detailed description, or may be learned by practice of the presented exemplary embodiments described herein. According to one aspect, there is provided a heterocyclic compound represented by formula 1: 1 (1) Wherein, in the formula 1, Y 11 and Y 12 are each independently a single bond 、O、S、Se、N(Ar3)、N(R1)、C(R1)(R2)、Si(R1)(R2)、Ge(R1)(R2)、B(R1)、P(R1)、P(=O)(R1)、S(=O)2、 or C (=o), Y 21 and Y 22 are each independently a single bond 、O、S、Se、N(Ar4)、N(R3)、C(R3)(R4)、Si(R3)(R4)、Ge(R3)(R4)、B(R3)、P(R3)、P(=O)(R3)、S(=O)2、 or C (=o), Ar 1 to Ar 4 are each independently a group represented by formula 2, 2, 2 Wherein, in the formulas 1 and 2, CY 11 to CY 13、CY21 to CY 23, and CY 3 to CY 6 are each independently a C 5-C30 carbocyclic group or a C 1-C30 heterocyclic group, Represents a single bond or a double bond, provided that twoNot both of them are double bonds at the same time, * Represents the binding site to an adjacent atom, R 1 to R 4、R10、R20、R30、R40、R50 and R 60 are each independently hydrogen, deuterium, -F, -Cl, -Br, -I, -SF 5, Hydroxy, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxylic acid or salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, substituted or unsubstituted C 1-C60 alkyl, substituted or unsubstituted C 2-C60 alkenyl, substituted or unsubstituted C 2-C60 alkynyl, Substituted or unsubstituted C 1-C60 alkoxy, substituted or unsubstituted C 1-C60 alkylthio, substituted or unsubstituted C 3-C10 cycloalkyl, substituted or unsubstituted C 1-C10 heterocycloalkyl, A substituted or unsubstituted C 3-C10 cycloalkenyl group, a substituted or unsubstituted C 1-C10 heterocyclenyl group, a substituted or unsubstituted C 6-C60 aryl group, a substituted or unsubstituted C 7-C60 alkylaryl group, Substituted or unsubstituted C 7-C60 arylalkyl, substituted or unsubstituted C 6-C60 aryloxy, substituted or unsubstituted C 6-C60 arylthio, substituted or unsubstituted C 1-C60 heteroaryl, Substituted or unsubstituted C 2-C60 alkylheteroaryl, substituted or unsubstituted C 2-C60 heteroarylalkyl, substituted or unsubstituted C 1-C60 heteroaryloxy, substituted or unsubstituted C 1-C60 heteroarylthio, A substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group 、-N(Q1)(Q2)、-Si(Q1)(Q2)(Q3)、-Ge(Q1)(Q2)(Q3)、-C(=O)(Q1)、-S(=O)(Q1)、-S(=O)2(Q1)、-B(Q1)(Q2)、-P(Q1)(Q2)、-P(=O)(Q1)(Q2)、 or-P (=s) (Q 1)(Q2), B11 to b13, b21 to b23, b30, b40, b50, and b60 are each independently 1,2,3, 4,5, 6, 7, 8, 9, 10, 11, 12, 13, or 14, Two or more of adjacent R 1 to R 4、R10、R20、R30、R40、R50 and R 60 are optionally combined with each other to form a substituted or unsubstituted C 5-C30 carbocyclic group or a substituted or unsubstituted C 1-C30 heterocyclic group, Substituted C 5-C30 carbocycle groups, substituted C 1-C30 heterocycle groups, substituted C 1-C60 alkyl groups, substituted C 2-C60 alkenyl groups, Substituted C 2-C60 alkynyl, substituted C 1-C60 alkoxy, substituted C 1-C60 alkylthio, substituted C 3-C10 cycloalkyl, Substituted C 1-C1