Search

US-12622168-B2 - Organic light emitting diode and organic light emitting device including thereof

US12622168B2US 12622168 B2US12622168 B2US 12622168B2US-12622168-B2

Abstract

An organic light emitting diode (OLED) is described, which comprises at least one emitting material (EML) disposed between two electrodes. The EML can comprise a first emitting material layer having a first compound and a second compound of phosphorescent material, and a second emitting material layer having a third compound with triplet-triplet-annihilation property and a fourth compound. Further, an organic light emitting device can comprise the OLED. With the luminous materials with adjusted excited singlet/triplet energy levels, the intensities of emission peaks and full-width at quarter maximum applied into the emitting material layer, the driving voltage of the OLED can be reduced and the luminous efficiency, blue index and luminous lifespan of the OLED can be enhanced.

Inventors

  • Gyeong-Woo KIM
  • Joon-Beom IM
  • Han-Jin Ahn
  • Jun-Yun KIM

Assignees

  • LG DISPLAY CO., LTD.

Dates

Publication Date
20260505
Application Date
20221028
Priority Date
20211217

Claims (20)

  1. 1 . An organic light emitting diode comprising: a first electrode; a second electrode facing the first electrode; and an emissive layer disposed between the first and second electrodes and comprising at least one emitting material layer, wherein the at least one emitting material layer comprises a first emitting material layer and a second emitting material layer disposed adjacent to the first emitting material layer, wherein the first emitting material layer comprises a first compound having the following structure of Formula 1 and a second compound having the following structure of Formula 3, and wherein the second emitting material layer comprises a third compound having the following structure of Formula 5 and a fourth compound having the following structure of Formula 7: wherein, in Formula 1, each of R 1 and R 2 is independently an unsubstituted or substituted carbazolyl or an unsubstituted or substituted carboline; R 3 is hydrogen, cyano, unsubstituted or substituted C 1 -C 20 alkyl, unsubstituted or substituted C 6 -C 30 aryl or unsubstituted or substituted C 3 -C 30 hetero aryl; Z is N or CR 4 , wherein R 4 is hydrogen, unsubstituted or substituted C 1 -C 10 alkyl, unsubstituted or substituted C 6 -C 30 aryl or unsubstituted or substituted C 3 -C 30 hetero aryl; and each of L 1 and L 2 is independently a single bond, unsubstituted or substituted C 6 -C 30 arylene or unsubstituted or substituted C 3 -C 30 hetero arylene, wherein, in Formula 3, each of R 11 to R 14 is independently hydrogen, halogen, cyano, unsubstituted or substituted C 1 -C 10 alkyl, unsubstituted or substituted C 1 -C 10 alkyl amino, unsubstituted or substituted C 6 -C 30 aryl, unsubstituted or substituted C 3 -C 30 hetero aryl or unsubstituted or substituted adamantyl, wherein, in Formula 5, each of R 21 and R 22 is independently hydrogen, unsubstituted or substituted C 1 -C 20 alkyl, unsubstituted or substituted C 6 -C 30 aryl or unsubstituted or substituted C 3 -C 30 hetero aryl; and each of R 23 and R 24 is independently unsubstituted or substituted C 6 -C 30 aryl or unsubstituted or substituted C 3 -C 30 hetero aryl, wherein, in Formula 7, each of R 31 to R 33 is independently hydrogen, halogen, cyano, unsubstituted or substituted C 1 -C 20 alkyl, unsubstituted or substituted C 6 -C 30 aryl, unsubstituted or substituted C 3 -C 30 hetero aryl or unsubstituted or substituted C 6 -C 30 aryl amino; each of R 34 and R 35 is independently halogen, cyano, unsubstituted or substituted C 1 -C 20 alkyl, unsubstituted or substituted C 6 -C 30 aryl, unsubstituted or substituted C 3 -C 30 hetero aryl or unsubstituted or substituted C 6 -C 30 aryl amino, wherein R 34 is identical to or different from each other when m is an integer of two or more and each R 35 is identical to or different from each other when n is an integer of two or more; and each of m and n is independently an integer of 0 to 5.
  2. 2 . The organic light emitting diode of claim 1 , wherein the first compound is selected from:
  3. 3 . The organic light emitting diode of claim 1 , wherein the second compound is selected from:
  4. 4 . The organic light emitting diode of claim 1 , wherein the third compound is selected from:
  5. 5 . The organic light emitting diode of claim 1 , wherein the fourth compound is selected from:
  6. 6 . The organic light emitting diode of claim 1 , wherein the emissive layer comprises a first emitting part disposed between the first and second electrodes, a second emitting part disposed between the first emitting part and the second electrode, and a first charge generation layer disposed between the first and second emitting parts, and wherein at least one of the first emitting part and the second emitting part comprises the emitting material layer.
  7. 7 . The organic light emitting diode of claim 6 , wherein the first emitting part comprises the emitting material layer.
  8. 8 . The organic light emitting diode of claim 6 , wherein the second emitting part comprises a blue fluorescent emitting material layer, a blue phosphorescent emitting material layer, a blue delayed fluorescent emitting material layer or the emitting material layer.
  9. 9 . The organic light emitting diode of claim 6 , wherein the emissive layer further comprises a third emitting part disposed between the second emitting part and the second electrode, and a second charge generation layer disposed between the second and third emitting parts.
  10. 10 . The organic light emitting diode of claim 9 , wherein at least one of the first emitting part and the third emitting part comprises the emitting material layer.
  11. 11 . The organic light emitting diode of claim 9 , wherein the second emitting part comprises at least one of a green emitting material layer, a yellow green emitting material layer, and a red emitting material layer.
  12. 12 . An organic light emitting device, comprising: a substrate; and the organic light emitting diode according to claim 1 and disposed over the substrate.
  13. 13 . An organic light emitting display device, comprising: a substrate; and a display comprising an array of pixels on the substrate, wherein each pixel comprises one or more individually addressable organic light emitting diodes according to claim 1 .
  14. 14 . An organic light emitting diode comprising: a first electrode; a second electrode facing the first electrode; and an emissive layer disposed between the first and second electrodes and comprising at least one emitting material layer, wherein the at least one emitting material layer comprises a first emitting material layer and a second emitting material layer, wherein the second emitting material layer is disposed adjacent to the first emitting material layer, wherein the first emitting material layer comprises a first compound having the following structure of Formula 1 and a second compound having the following structure of Formula 3, and wherein the second emitting material layer comprises a third compound having the following structure of Formula 5 and a fourth compound having the following structure of Formula 7: wherein, in Formula 1, each of R 1 and R 2 is independently an unsubstituted or substituted carbazolyl; R 3 is hydrogen, cyano, an unsubstituted or substituted phenyl, an unsubstituted or substituted pyridyl, or an unsubstituted or substituted C 1 -C 4 alkyl; Z is N or CR 4 , wherein R 4 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl; and each of L 1 and L 2 is independently a single bond, unsubstituted or substituted carbazolyl or an unsubstituted or substituted phenyl, wherein, in Formula 3, each of R 11 to R 14 is independently hydrogen, halogen, cyano, unsubstituted or substituted C 1 -C 4 alkyl, unsubstituted or substituted phenyl, unsubstituted or substituted pyridyl, or unsubstituted or substituted adamantyl, wherein, in Formula 5, each of R 21 and R 22 is independently hydrogen, unsubstituted or substituted C 1 -C 8 alkyl, or unsubstituted or substituted C 6 -C 10 aryl; and each of R 23 and R 24 is independently unsubstituted or substituted C 6 -C 30 aryl, wherein, in Formula 7, each of R 31 to R 33 is independently hydrogen, unsubstituted or substituted C 1 -C 20 alkyl, or unsubstituted or substituted C 6 -C 30 aryl amino; each of R 34 and R 35 is independently unsubstituted or substituted C 1 -C 20 alkyl, or unsubstituted or substituted C 6 -C 30 aryl, wherein R 34 is identical to or different from each other when m is an integer of two or more and each R 35 is identical to or different from each other when n is an integer of two or more; and each of m and n is independently an integer of 0 to 5.
  15. 15 . The organic light emitting diode of claim 14 , wherein in Formula 1, each of R 1 and R 2 is independently an unsubstituted carbazolyl.
  16. 16 . The organic light emitting diode of claim 14 , wherein in Formula 1, Z is N or CR 4 , wherein R 4 is hydrogen or unsubstituted or substituted C 1 -C 4 alkyl.
  17. 17 . The organic light emitting diode of claim 14 , wherein in Formula 1, each of L 1 and L 2 is independently a single bond, unsubstituted carbazolyl or an unsubstituted or substituted phenyl.
  18. 18 . The organic light emitting diode of claim 14 , wherein in Formula 3, each of R 11 to R 14 is independently hydrogen, unsubstituted or substituted C 1 -C 4 alkyl, unsubstituted or substituted phenyl, or unsubstituted or substituted adamantly.
  19. 19 . The organic light emitting diode of claim 14 , wherein in Formula 5, each of R 21 and R 22 is independently hydrogen, or an unsubstituted or substituted C 1 -C 4 alkyl, and/or each of R 23 and R 24 is independently unsubstituted or substituted naphthalene.
  20. 20 . The organic light emitting diode of claim 14 , wherein in Formula 7, each of R 31 and R 32 is independently hydrogen, or an unsubstituted or substituted C 1 -C 8 alkyl, and/or each of R 34 and R 35 is independently unsubstituted or substituted C 1 -C 8 alkyl.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS This application claims the priority benefit under 35 U.S.C. § 119(a) to Korean Patent Application No. 10-2021-0182140, filed in the Republic of Korea on Dec. 17, 2021, the entire contents of which are incorporated herein by reference into the present application. BACKGROUND Technical Field The present disclosure relates to an organic light emitting diode, and more specifically, to an organic light emitting diode having excellent color purity and luminous lifespan and an organic light emitting device having the organic light emitting diode. Discussion of the Related Art As display devices have become larger, there exists a need for a flat display device, which take up less space. Among the flat display devices, a display device using an organic light emitting diode (OLED) has come into the spotlight. The OLED can be formed as a thin film having a thickness less than 2000 Å and can be used to implement unidirectional or bidirectional images as electrode configurations. Also, the OLED can be formed on a flexible transparent substrate such as a plastic substrate so that OLED can be used in a flexible or foldable display with ease. In addition, the OLED has advantages over liquid crystal display devices (LCD devices); for example, the OLED can be driven at a low voltage and has very high color purity. In the OLED, when electrical charges are injected into an emitting material layer between an electron injection electrode (i.e., cathode) and a hole injection electrode (i.e., anode), electrical charges are recombined to form excitons, and then emit light as the recombined excitons are shifted to a stable ground state. Luminescent materials such as fluorescent and phosphorescent materials have been used in OLEDs. Of these, fluorescent materials from the related art have shown low luminous efficiency, because only the singlet excitons are involved in the luminescence process thereof. Phosphorescent materials, in which triplet excitons as well as the singlet excitons are involved in the luminescence process have relatively high luminous efficiency compared to the fluorescent material. However, many metal complexes from the prior art, which are used as phosphorescent materials may have a luminous lifespan that is too short for many commercial devices. In particular, blue phosphorescent materials, which have a longer triplet lifetime compared to blue fluorescent materials, have short luminous lifespan as the triplet energy level thereof increases. Accordingly, the blue phosphorescent materials with relatively high triplet energy level for inducing deep blue color light can have a disadvantage of reduced luminous lifespan. SUMMARY OF THE DISCLOSURE Accordingly, embodiments of the present disclosure are directed to an OLED and an organic light emitting device including the OLED that substantially obviates one or more of the problems due to the limitations and disadvantages of the related art. An aspect of the present disclosure is to provide an OLED having high color purity for inducing deep blue color light as well as improved luminous lifespan and an organic light emitting device including the diode. Additional features and aspects will be set forth in the description that follows, and in part will be apparent from the description, or can be learned by practice of the inventive concepts provided herein. Other features and aspects of the inventive concepts can be realized and attained by the structure particularly pointed out in the written description, or derivable therefrom, and the claims hereof as well as the appended drawings. To achieve these and other aspects of the inventive concepts, as embodied and broadly described, an organic light emitting diode can comprise a first electrode; a second electrode facing the first electrode; and an emissive layer disposed between the first and second electrodes and comprising at least one emitting material layer, wherein the at least one emitting material layer comprises a first emitting material layer and a second emitting material layer disposed adjacently to the first emitting material layer, wherein the first emitting material layer comprises a first compound having the following structure of Formula 1 and a second compound having the following structure of Formula 3, and wherein the second emitting material layer comprises a third compound having the following structure of Formula 5 and a fourth compound having the following structure of Formula 7: wherein, in Formula 1,each of R1 and R2 is independently an unsubstituted or substituted carbazolyl or an unsubstituted or substituted carboline;R3 is hydrogen, cyano, unsubstituted or substituted C1-C20 alkyl, unsubstituted or substituted C6-C30 aryl or unsubstituted or substituted C3-C30 hetero aryl;Z is N or CR4, wherein R4 is hydrogen, unsubstituted or substituted C1-C10 alkyl, unsubstituted or substituted C6-C30 aryl or unsubstituted or substituted C3-C30 hetero aryl; andeach of L1