Search

CN-122010991-A - Electronic device, light-emitting element, and polycyclic compound used therefor

CN122010991ACN 122010991 ACN122010991 ACN 122010991ACN-122010991-A

Abstract

Disclosed are a polycyclic compound, a light-emitting element including the polycyclic compound, and an electronic device including the light-emitting element. The light emitting element may include a first electrode, a second electrode opposite to (e.g., facing) the first electrode, and an emission layer disposed or provided between the first electrode and the second electrode and containing a polycyclic compound represented by formula 1 described in the specification. 1 (1)

Inventors

  • KUWAHARA HIROKAZU
  • Baozhiguiwu
  • SUGITA YOSHIRO

Assignees

  • 三星显示有限公司

Dates

Publication Date
20260512
Application Date
20251110
Priority Date
20241112

Claims (20)

  1. 1. An electronic device, comprising: A display panel including a plurality of light emitting elements, Wherein at least one selected from the plurality of light emitting elements includes a first electrode, a second electrode opposite to the first electrode, and an emission layer provided between the first electrode and the second electrode and containing a polycyclic compound represented by formula 1: 1 (1) , Wherein, in the formula 1, Ring a, ring b, ring c, ring d and ring e are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic ring containing a heteroatom other than boron atom as a ring-forming atom and having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring, X 1 、X 2 、Z 1 and Z 2 are each independently O, S, NR a or NR b , and at least one of X 1 、X 2 、Z 1 and Z 2 is NR b , R a is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and R b is represented by formula 2: 2, 2 , Wherein, in the formula 2, R 1 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, or are represented by formula 3, Refers to the position to be connected, and At least two selected from R 1 to R 5 are represented by formula 3: 3 , Wherein, in the formula 3, Q 1 to Q 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to adjacent groups to form a ring, and Refers to the location to be connected.
  2. 2. The electronic device of claim 1, comprising a display means, The display device comprises the display panel, Wherein the display device further comprises a first emission region, a second emission region and a third emission region, each arranged to emit light in a different wavelength region and being distinguished from each other in plan, and The first emission region, the second emission region, and the third emission region are each regions arranged to emit light generated in each of the plurality of light emitting elements.
  3. 3. The electronic device of claim 2, wherein the plurality of light-emitting elements each include a first light-emitting element arranged to correspond to the first emission region, a second light-emitting element arranged to correspond to the second emission region, and a third light-emitting element arranged to correspond to the third emission region.
  4. 4. The electronic device of claim 2, wherein the display means comprises a plurality of display surfaces, each having a different primary display orientation.
  5. 5. The electronic device of claim 1, comprising a plurality of independently controlled display means, Wherein at least one selected from the plurality of display devices includes the display panel.
  6. 6. The electronic device of claim 1, further comprising at least one selected from a processor, a memory, and a power module.
  7. 7. The electronic device according to claim 1, The electronic device is a television, monitor, outdoor billboard, personal computer, laptop, personal digital assistant, vehicle device, game console, smart phone, tablet terminal, smart watch, or video camera.
  8. 8. A light emitting element comprising: A first electrode; a second electrode opposite to the first electrode, and An emission layer provided between the first electrode and the second electrode and including a first compound represented by formula 1: 1 (1) , Wherein, in the formula 1, Ring a, ring b, ring c, ring d and ring e are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic ring containing a heteroatom other than boron atom as a ring-forming atom and having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring, X 1 、X 2 、Z 1 and Z 2 are each independently O, S, NR a or NR b , and at least one of X 1 、X 2 、Z 1 and Z 2 is NR b , R a is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and R b is represented by formula 2: 2, 2 , Wherein, in the formula 2, R 1 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, or are represented by formula 3, Refers to the position to be connected, and At least two selected from R 1 to R 5 are represented by formula 3: 3 , Wherein, in the formula 3, Q 1 to Q 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to adjacent groups to form a ring, and Refers to the location to be connected.
  9. 9. The light-emitting element according to claim 8, wherein formula 2 is represented by formula 2-1: 2-1 , Wherein, in the formula 2-1, One or two selected from R 2 '、R 3 '、R 4 'and R 5 ' are represented by formula 3, and the remainder of R 2 '、R 3 '、R 4 'and R 5 ' not represented by formula 3 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, Q 1 to Q 5 are the same as defined in formula 3, and Refers to the location to be connected.
  10. 10. The light-emitting device according to claim 8, Wherein at least one selected from X 1 、X 2 and Z 2 is NR b , and Z 1 , and the remainder of X 1 、X 2 and Z 2 which are not NR b are each independently O, S or NR a , R a and R b are the same as defined in formula 1.
  11. 11. The light-emitting element according to claim 8, wherein the first compound represented by formula 1 is represented by formula 4: 4. The method is to , Wherein, in the formula 4, R 6 to R 21 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to adjacent groups to form a ring, and X 1 、X 2 、Z 1 and Z 2 are the same as defined in formula 1.
  12. 12. The light-emitting device according to claim 11, Wherein the first compound represented by formula 4 is represented by any one selected from the group consisting of formula 5-1 to formula 5-3: 5-1 , 5-2 A kind of electronic device 5-3 , Wherein, in the formulas 5-1 to 5-3, X 11 、X 12 and Z 12 are each independently O, S, NR a or NR b , Z 11 is O, S or NR a , R a and R b are the same as defined in formula 1, R 1 to R 5 are as defined in formula 2, and R 6 to R 21 are the same as defined in formula 4.
  13. 13. The light-emitting element according to claim 11, wherein the first compound represented by formula 4 is represented by any one selected from formulas 6-1 to 6-6: 6-1 , 6-2 , 6-3 , 6-4 , 6-5 A kind of electronic device 6-6 , Wherein, in the formulas 6-1 to 6-6, X 21 、X 22 、Z 21 and Z 22 are each independently O, S or NR a , At least one selected from R a2 to R a5 , at least one selected from R b2 to R b5 , and at least one selected from R c2 to R c5 are each independently represented by formula 3, The remainder of R a2 to R a5 、R b2 to R b5 and R c2 to R c5 , which are not represented by formula 3, are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, Q 11 to Q 15 、Q 21 to Q 25 and Q 31 to Q 35 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted tert-butyl group, or a substituted or unsubstituted phenyl group, or are bonded to adjacent groups to form a ring, R a is the same as defined in formula 1, and R 6 to R 21 are the same as defined in formula 4.
  14. 14. The light-emitting element according to claim 11, wherein each of R 6 to R 21 is independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted diphenylamine group, a substituted or unsubstituted propyl group, a substituted or unsubstituted tert-butyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted carbazole group, or a substituted or unsubstituted dibenzofuran group.
  15. 15. The light-emitting element according to claim 8, wherein at least one selected from hydrogen atoms in the first compound represented by formula 1 is replaced with deuterium atoms.
  16. 16. The light-emitting element according to claim 8, wherein the emission layer emits blue light.
  17. 17. The light-emitting element according to claim 8, wherein the emission layer further comprises at least one selected from the group consisting of a second compound represented by formula HT-1, a third compound represented by formula ET-1, and a fourth compound represented by formula D-1: HT-1 , Wherein, in the formula HT-1, A 1 to a 8 are each independently N or CR 51 , L 1 is a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms, Y a is a direct bond, CR 52 R 53 or SiR 54 R 55 , Ar 1 is a substituted or unsubstituted aryl group having from 6 to 30 ring-forming carbon atoms or a substituted or unsubstituted heteroaryl group having from 2 to 30 ring-forming carbon atoms, R 51 to R 55 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or are bonded to adjacent groups to form a ring: ET-1 , Wherein, in the formula ET-1, At least one selected from Z a to Z c is N, and the remainder are CR 56 , R 56 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, E1 to e3 are each independently integers from 0 to 10, Ar 2 to Ar 4 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and L 2 to L 4 are each independently a direct bond, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms: D-1 , Wherein, in the formula D-1, Q 1 to Q 4 are each independently C or N, C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 ring-forming carbon atoms or a substituted or unsubstituted heterocyclic ring having 2 to 30 ring-forming carbon atoms, L 11 to L 13 are each independently a direct bond, 、 、 、 A substituted or unsubstituted alkylene group having from 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having from 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having from 2 to 30 ring-forming carbon atoms, Refers to the position to be connected to, B11 to b13 are each independently 0 or 1, R 61 to R 66 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted boron group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 60 ring-forming carbon atoms, or are bonded to adjacent groups to form a ring, and D1 to d4 are each independently integers of 0 to 4.
  18. 18. A polycyclic compound represented by formula 1: 1 (1) Wherein in the formula 1, Ring a, ring b, ring c, ring d and ring e are each independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic ring containing a heteroatom other than boron atom as a ring-forming atom and having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring, X 1 、X 2 、Z 1 and Z 2 are each independently O, S, NR a or NR b , and at least one of X 1 、X 2 、Z 1 and Z 2 is NR b , R a is a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and R b is represented by formula 2: 2, 2 , Wherein, in the formula 2, R 1 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, or are represented by formula 3, Refers to the position to be connected, and At least two selected from R 1 to R 5 are represented by formula 3: 3 , Wherein, in the formula 3, Q 1 to Q 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to adjacent groups to form a ring, and Refers to the location to be connected.
  19. 19. The polycyclic compound according to claim 18, wherein formula 2 is represented by formula 2-1: 2-1 , Wherein, in the formula 2-1, One or two selected from R 2 '、R 3 '、R 4 'and R 5 ' are represented by formula 3, and the remainder of R 2 '、R 3 '、R 4 'and R 5 ' not represented by formula 3 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, Q 1 to Q 5 are the same as defined in formula 3, and Refers to the location to be connected.
  20. 20. The polycyclic compound of claim 18 wherein formula 1 is represented by formula 4: 4. The method is to , Wherein, in the formula 4, R 6 to R 21 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and X 1 、X 2 、Z 1 and Z 2 are the same as defined in formula 1.

Description

Electronic device, light-emitting element, and polycyclic compound used therefor Cross Reference to Related Applications The present application claims the priority and benefit of japanese patent application No. 2024-197105 filed 11/12 of 2024, the entire disclosure of which is incorporated herein by reference. Background One or more embodiments of the present disclosure relate to electronic devices, light-emitting elements, and polycyclic compounds for the light-emitting elements. Technical Field Development of an organic electroluminescent display device as an image display device has been conducted. The organic electroluminescent display device includes, i.e., a self-luminous display device that realizes display by recombining holes and electrons respectively injected from a first electrode and a second electrode in an emission layer so that a light emitting material containing an organic compound in the emission layer emits light. In order to apply a light emitting element to a display device, it is desirable to improve or enhance light emitting efficiency and service life and develop a material for a light emitting element that can stably or appropriately realize the requirements. For example, a Thermally Activated Delayed Fluorescence (TADF) material utilizing a delayed fluorescence phenomenon is being performed. Disclosure of Invention One or more aspects of embodiments of the present disclosure relate to an electronic device having excellent or suitable display quality by including a light emitting element having improved or enhanced light emitting efficiency and service life. One or more aspects of embodiments of the present disclosure also relate to light emitting elements having improved or enhanced light emitting efficiency and lifetime. One or more aspects of embodiments of the present disclosure also relate to polycyclic compounds having improved or enhanced material service life. Additional aspects of the embodiments will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the presented embodiments of the disclosure. One or more embodiments of the present disclosure provide an electronic device including a display panel including a plurality of light emitting elements, and at least one selected from the plurality of light emitting elements includes a first electrode, a second electrode opposite (e.g., facing) the first electrode, and an emission layer disposed or provided between the first electrode and the second electrode and including a polycyclic compound represented by formula 1. 1 (1) In formula 1, ring a, ring b, ring c, ring d, and ring e may each independently be a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heterocyclic ring containing a heteroatom other than boron atom as a ring-forming atom and having 2 to 30 ring-forming carbon atoms, or may be bonded to an adjacent group to form a ring. In formula 1, X 1、X2、Z1 and Z 2 may each independently be O, S, NR a or NR b, and at least one of X 1、X2、Z1 and Z 2 may be NR b,Ra may be a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or may be bonded to an adjacent group to form a ring, and R b may be represented by formula 2. 2, 2 In formula 2, R 1 to R 5 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2to 30 ring-forming carbon atoms, or may be bonded to an adjacent group to form a ring, or may be represented by formula 3,May refer to a position to be connected, and at least two selected from R 1 to R 5 may be represented by formula 3: 3 。 In formula 3, Q 1 to Q 5 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a nitro group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or be bonded to an adjacent group to form a ring, andMay refer to the location to be connected. In one or more embodiments, an electronic device may include a display device including a display panel, and the display device may include a first emission region, a second emission region, and a third emission region, each of which emits light in a wavelength region different from each other and is distinguished from each other on a plane (e.g., in a plan view), and each of which may be a region emitting light generated in each of th