Organic light-emitting device and compound

Patent metadata

Field	Value
Publication number	US-2018166634-A1
Application number	US-201715840491-A
Country	US
Kind code	A1
Filing date	Dec 13, 2017
Priority date	Dec 14, 2016
Publication date	Jun 14, 2018
Grant date	—

Abstract

An organic light-emitting device including a first electrode, a second electrode facing the first electrode, and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer includes an emission layer, and wherein the emission layer includes a fluorescent compound represented by a specific formula described in the specification.

First claim

What is claimed is:

1 . An organic light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; and an organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises an emission layer, wherein the emission layer comprises a fluorescent compound, of which a difference between a singlet excitation energy level and a triplet excitation energy level is greater than 0 electron volts and equal to or less than 0.5 electron volts, a proportion of fluorescent emission components with respect to total emission components emitted from the emission layer is about 90% or more, and the emission layer does not include a phosphorescent emission compound, the fluorescent compound comprises electron donor groups in the number of n1 and electron acceptor groups in the number of n2, wherein n1 and n2 are each independently an integer from 1 to 10, the electron donor groups in the number of n1 and the electron acceptor groups in the number of n2 are chemically bonded to each other in random order, provided that a chemical bond between the electron donor group and the electron acceptor group is a carbon-carbon single bond, at least one of the electron donor groups in the number of n1 is an electron donor group represented by Formula 1A, and the electron acceptor group is selected from groups represented by Formula 1B:

wherein CY 1 and CY 2 in Formula 1A are each independently selected from a benzene group, a naphthalene group, a carbazole group, a fluorene group, a dibenzofuran group, and a dibenzothiophene group,
R 1 and R 2 in Formula 1A are each independently selected from:
hydrogen, deuterium, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 5 -C 60 carbocyclic group, and a π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group; and
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 5 -C 60 carbocyclic group, and a π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, each substituted with at least one selected from deuterium, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 5 -C 60 carbocyclic group, a (C 1 -C 10 alkyl)C 5 -C 60 carbocyclic group, a di(C 1 -C 10 alkyl)C 5 -C 60 carbocyclic group, a (phenyl)C 5 -C 60 carbocyclic group, a di(phenyl)C 5 -C 60 carbocyclic group, a (biphenyl)C 5 -C 60 carbocyclic group, a di(biphenyl)C 5 -C 60 carbocyclic group, a π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, a (C 1 -C 10 alkyl) π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, a di(C 1 -C 10 alkyl) π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, a (phenyl) π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, a di(phenyl) π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, a (biphenyl) π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group, and a di(biphenyl) π electron-depleted nitrogen-free C 2 -C 60 heterocyclic group,
b1 and b2 in Formula 1A are each independently an integer from 0 to 6,
“*” in Formula 1A indicates a binding site to a neighboring atom, provided that “*” in Formula 1A does not indicate a binding site to an electron acceptor group,
CY 1 and CY 2 in Formula 1A are optionally additionally chemically bonded to at least one of an electron donor group and an electron acceptor group,
L 11 in Formula 1B is selected from:
a single bond, cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a benzene group, a naphthalene group, a fluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a pyrrole group, a thiophene group, a furan group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an isoindole group, an indole group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthroline group, a benzimidazole group, a benzofuran group, a benzothiophene group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a dibenzofuran group, a dibenzothiophene group, a benzocarbazole group, a dibenzocarbazole group, an imidazopyridine group, an imidazopyrimidine group, an azaindole group, an azaindene group, an azabenzofuran group, an azabenzothiophene group, an azacarbazole group, an azafluorene group, an azadibenzofuran group, and an azadibenzothiophene group; and
a cyclopentane group, a cyclohexane group, a cycloheptane group, a cyclooctane group, a cyclopentene group, a cyclohexene group, a cycloheptene group, a benzene group, a naphthalene group, a fluorene group, a phenanthrene group, an anthracene group, a fluoranthene group, a triphenylene group, a pyrene group, a chrysene group, a pyrrole group, a thiophene group, a furan group, an imidazole group, a pyrazole group, a thiazole group, an isothiazole group, an oxazole group, an isoxazole group, a pyridine group, a pyrazine group, a pyrimidine group, a pyridazine group, an isoindole group, an indole group, an indazole group, a purine group, a quinoline group, an isoquinoline group, a benzoquinoline group, a quinoxaline group, a quinazoline group, a cinnoline group, a phenanthroline group, a benzimidazole group, a benzofuran group, a benzothiophene group, a benzoxazole group, an isobenzoxazole group, a triazole group, a tetrazole group, an oxadiazole group, a triazine group, a dibenzofuran group, a dibenzothiophene group, a benzocarbazole group, a dibenzocarbazole group, an imidazopyridine group, an imidazopyrimidine group, an azaindole group, an azaindene group, an azabenzofuran group, an azabenzothiophene group, an azacarbazole group, an azafluorene group, an azadibenzofuran group, and an azadibenzothiophene group, each substituted with at least one selected from deuterium, —F, —Cl, —Br, —I, —CD 3 , —CD 2 H, —CDH 2 , —CF 3 , —CF 2 H, —CFH 2 , a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a (C 1 -C 20 alkyl)phenyl group, a di(C 1 -C 20 alkyl)phenyl group, a (C 6 -C 20 aryl)phenyl group, a di(C 6 -C 20 aryl)phenyl group, a (C 3 -C 20 heteroaryl)phenyl group, a di(C 3 -C 20 heteroaryl)phenyl group, a pyridinyl group, a (C 1 -C 20 alkyl)pyridinyl group, a di(C 1 -C 20 alkyl)pyridinyl group, a (C 6 -C 20 aryl)pyridinyl group, a di(C 6 -C 20 aryl)pyridinyl group, a (C 3 -C 20 heteroaryl)pyridinyl group, a di(C 3 -C 20 heteroaryl)pyridinyl group, a pyrimidinyl group, a (C 1 -C 20 alkyl)pyrimidinyl group, a di(C 1 -C 20 alkyl)pyrimidinyl group, a (C 6 -C 20 aryl)pyrimidinyl group, a di(C 6 -C 20 aryl)pyrimidinyl group, a (C 3 -C 20 heteroaryl)pyrimidinyl group, a di(C 3 -C 20 heteroaryl)pyrimidinyl group, a triazinyl group, a (C 1 -C 20 alkyl)triazinyl group, a di(C 1 -C 20 alkyl)triazinyl group, a (C 6 -C 20 aryl)triazinyl group, a di(C 6 -C 20 aryl)triazinyl group, a (C 3 -C 20 heteroaryl)triazinyl group, and a di(C 3 -C 20 heteroaryl)triazinyl group,
a11 in Formula 1B is an integer from 1 to 3,

Assignees

• Samsung Electronics Co Ltd

Inventors

• Numata Masaki
• Jeon Soonok
• Miyazaki Hiroshi
• LEE Saeyoun
• Sim Myungsun
• Ihn Sooghang
• Lee Hasup
• Chung Yeonsook
• Kwon Youngchun
• Kim Taerae
• NAM Youngmin
• Shim Munbo
• Son Won-Joon

Classifications

• H01L51/5012

  Electricity · mapped topic

• C07D403/14

  containing three or more hetero rings · CPC title

• C07D403/12

  linked by a chain containing hetero atoms as chain links · CPC title

• H01L51/0072

  Electricity · mapped topic

• C09K11/06

  containing organic luminescent materials · CPC title