Search

CN-121991111-A - Condensed ring compound

CN121991111ACN 121991111 ACN121991111 ACN 121991111ACN-121991111-A

Abstract

Provided are an organic electroluminescent device and a condensed-cyclic compound for an organic electroluminescent device. The organic electroluminescent device includes a first electrode, a second electrode, and an emission layer disposed between the first electrode and the second electrode, wherein the emission layer includes a condensed-cyclic compound represented by formula 1, and the organic electroluminescent device exhibits high efficiency characteristics of formula 1 Wherein, X 1 to X 6 、Ar 1 、Ar 2 , l, m, n, a to g and R 1 to R 8 are the same as defined in the specification.

Inventors

  • Namizaki Yuji

Assignees

  • 三星显示有限公司

Dates

Publication Date
20260508
Application Date
20210125
Priority Date
20200319

Claims (10)

  1. 1. A condensed-cyclic compound represented by formula 1: 1 (1) , Wherein, in the formula 1, X 1 to X 6 are each independently a direct bond, BAr 3 、NAr 4 , O or S, Ar 1 to Ar 4 are each independently 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, L, m and n are each independently 0 or 1, at least one of l, m and n is 1, A to g are each independently an integer of 0 to 4, and R 1 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio 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, and R 1 to R 8 are optionally bonded to adjacent groups to form a ring.
  2. 2. The condensed-cyclic compound according to claim 1, wherein formula 1 is represented by any one selected from the group consisting of formula 1-1 to formula 1-3: 1-1 1-2 1-3 A kind of electronic device Wherein in formulas 1-1 to 1-3, X 1 to X 6 、Ar 1 、Ar 2 , l, m, n, a to g, and R 1 to R 8 are each independently the same as defined in formula 1.
  3. 3. The condensed-cyclic compound according to claim 1, wherein formula 1 is represented by any one selected from formulas 1-a to 1-E: 1-A 1-B 1-C 1-D 1-E A kind of electronic device Wherein in formulas 1-a to 1-E, X 1 to X 6 、Ar 1 、Ar 2 , a to g, and R 1 to R 8 are each independently the same as defined in formula 1.
  4. 4. The condensed-cyclic compound of claim 1, wherein each of Ar 1 to Ar 4 is independently an unsubstituted phenyl group, a phenyl group substituted with a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a phenyl group substituted with a deuterium atom.
  5. 5. The condensed-cyclic compound of claim 1, wherein R 1 to R 8 are each deuterium atoms.
  6. 6. A condensed-cyclic compound represented by formula 1A: 1A , Wherein, in the formula 1A, Ar 1 and Ar 2 are each independently 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, L, m and n are each independently 0 or 1, at least one of l, m and n is 1, D to g are each independently integers from 0 to 4, R 4 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio 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, and R 4 to R 8 are optionally bonded to adjacent groups to form a ring, and HAr 1 to HAr 3 are each independently represented by formula 2: 2, 2 A kind of electronic device Wherein, in the formula 2, Y and Z are each independently a direct bond, BAr 3 、NAr 4 , O or S, Ar 3 and Ar 4 are each independently 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 is an integer of 0 to 4, Ra is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio 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, and Ra is optionally bonded to an adjacent group to form a ring, and “ "Is a moiety that binds to formula 1A.
  7. 7. The condensed-cyclic compound according to claim 6, wherein formula 1A is represented by any one selected from the group consisting of formula 1A-1 to formula 1A-5: 1A-1 1A-2 1A-3 1A-4 1A-5 A kind of electronic device Wherein, in the formulas 1A-1 to 1A-5, Ar 1 、Ar 2 , d to g, and R 4 to R 8 are each independently the same as defined in formula 1A, and HAr 1 to HAr 3 are each independently the same as defined in formula 2.
  8. 8. The condensed-cyclic compound according to claim 6, wherein formula 2 is represented by any one selected from the group consisting of formula 2-a to formula 2-J: A kind of electronic device Wherein in the formulae 2-A to 2-J, ar 3 、Ar 4 , ra and r are each independently the same as defined in the formula 2.
  9. 9. The condensed-cyclic compound according to claim 6, wherein each of Ar 1 to Ar 4 is independently an unsubstituted phenyl group, a phenyl group substituted with a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a phenyl group substituted with a deuterium atom.
  10. 10. The condensed-cyclic compound according to claim 1 or claim 6, which is any one selected from the compounds represented by compound group 1: Compound group 1 。

Description

Condensed ring compound The present application is a divisional application of an application patent application of 2021, 1, 25, 202110096043.4, entitled "organic electroluminescent device and condensed ring compound for use therein". Technical Field One or more aspects of embodiments of the present disclosure relate to an organic electroluminescent device and a condensed-cyclic compound for use in the organic electroluminescent device, for example, to a condensed-cyclic compound for use as a light-emitting material and an organic electroluminescent device including the condensed-cyclic compound. Background Organic electroluminescent displays are being developed as image display devices. Unlike a liquid crystal display device or the like, an organic electroluminescent display is a so-called self-luminous display device in which holes and electrons injected from a first electrode and a second electrode, respectively, are recombined in an emission layer, so that a light-emitting organic material in the emission layer can emit light to realize display. In applying an organic electroluminescent device to a display apparatus, there is a need for an organic electroluminescent device having a low driving voltage, high luminous efficiency, and/or long service life, which requires continuous development of materials capable of stably obtaining such characteristics of the organic electroluminescent device. Recently, in order to realize a highly efficient organic electroluminescent device, materials utilizing phosphorescence emission (using triplet energy), delayed fluorescence (using triplet-triplet annihilation (TTA), in which singlet excitons are generated by collision of triplet excitons, and/or Thermally Activated Delayed Fluorescence (TADF) are being developed. Disclosure of Invention One or more aspects of embodiments of the present disclosure relate to an organic electroluminescent device exhibiting excellent light emission efficiency. One or more aspects of embodiments of the present disclosure relate to a condensed-cyclic compound as a material for an organic electroluminescent device having high efficiency characteristics. One or more example embodiments of the present disclosure provide condensed-cyclic compounds represented by formula 1: 1 (1) 。 In formula 1, X 1 to X 6 may each independently be a direct bond, BAr 3、NAr4, O or S, and Ar 1 to Ar 4 may each independently be 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. l, m, and n may each independently be 0 or 1, at least one of l, m, and n may be 1;a to g may each independently be an integer from 0 to 4 (in some embodiments, a to g may be constrained to be an integer from 0 to 2, for example, depending on the value of l, m, and/or n). R 1 to R 8 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio 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, and R 1 to R 8 may be optionally (optionally) bonded to an adjacent group to form a ring. In an embodiment, formula 1 may be represented by any one of formulas 1-1 to 1-3. In formulas 1-1 to 1-3, X 1 to X 6、Ar1、Ar2, l, m, n, a to g, and R 1 to R 8 may each independently be the same as defined in formula 1: 1-1 1-2 1-3 。 In an embodiment, formula 1 may be represented by any one of formulas 1-a to 1-E. In formulas 1-a to 1-E, X 1 to X 6、Ar1、Ar2, a to g, and R 1 to R 8 may each independently be the same as defined in formula 1: 1-A 1-B 1-C 1-D 1-E 。 In an embodiment, ar 1 to Ar 4 may each independently be an unsubstituted phenyl group, a phenyl group substituted with a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a phenyl group substituted with a deuterium atom. In some embodiments, for example, all of R 1 to R 8 may be deuterium atoms (e.g., simultaneously). One or more example embodiments of the present disclosure provide condensed-cyclic compounds represented by formula 1A: 1A 。 In formula 1A, ar 1 and Ar 2 may each independently be 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. l, m and n may each independently be 0 or 1, at least one of l, m and n may be 1, and d to g may each independently be an integer of 0 to 4. R 4 to R 8 may each independently be a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted amino group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted alkyl group having 1 to 20