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US 12,583,843 B2Granted
Organic light-emitting device, method for manufacturing same, and composition for organic material layer of organic light-emitting device
AssigneeLt Materials Co., Ltd.
InventorsSeung-Gyu Yang, Su-Yeon Kim, Geon-Yu Park, Young-Seok No, Dong-Jun Kim
Life of this patent
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Abstract
The present specification relates to an organic light emitting device, a method for manufacturing the same, and a composition for an organic material layer.
Claims14
An organic light emitting device comprising:
- a first electrode;
- a second electrode;
- and
- one or more organic material layers provided between the first electrode and the second electrode,
- wherein one or more layers of the organic material layers comprise a heterocyclic compound represented by the following Chemical Formula 1, and a heterocyclic compound represented by any one of the following Chemical Formulas 2-7 to 2-9:
- in Chemical Formulae 1 and 2-7 to 2-9,
- N-Het is a pyridine group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C20 alkyl group, a C6 to C40 aryl group, a C2 to C40 heteroaryl group comprising S or O as a heteroatom, —P(═)ORR′ and —SiRR′R″ or a substituent linking two or more of the substituents;
- a pyrimidine group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C20 alkyl group, a C6 to C40 aryl group, a C2 to C40 heteroaryl group comprising S or O as a heteroatom, —P(═)ORR′ and —SiRR′R″ or a substituent linking two or more of the substituents;
- or a triazine group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C20 alkyl group, a C6 to C40 aryl group, a C2 to C40 heteroaryl group comprising S or O as a heteroatom, —P(═)ORR′ and —SiRR′R″ or a substituent linking two or more of the substituents,
- L and L1 are a direct bond;
- a C6 to C60 monocyclic arylene group;
- or a C10 to C60 polycyclic arylene group,
- Ar1 is a substituted or unsubstituted C10 to C60 aryl group, or represented by the following Chemical Formula 1-A;
- X1 is O;
- S;
- or NR22;
- R1 to R4 are the same as or different from each other, and each independently hydrogen;
- a substituted or unsubstituted C1 to C40 alkyl group;
- a substituted or unsubstituted C6 to C40 aryl group;
- or a substituted or unsubstituted C2 to C40 heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted C6 to C40 aromatic hydrocarbon ring,
- A3 is O;
- S;
- or NRg;
- R50 and R51 are the same as or different from each other, and each independently hydrogen;
- a phenyl group;
- or a triphenylenyl group, and at least one thereof is a phenyl group or a triphenylenyl group,
- Rg is a substituted or unsubstituted C6 to C60 aryl group,
- R11, R14, R52 and R53 are hydrogen,
- r is an integer of 0 to 3;
- q is an integer of 0 to 4,
- R5 to R7 are the same as or different from each other, and each independently selected from the group consisting of hydrogen;
- and deuterium;
- A1 and A2 are the same as or different from each other, and each independently O;
- S;
- NRa;
- or CRbRc;
- at least one of A1 and A2 is O;
- S;
- or CRbRc;
- R22, R, R′, and R″ are the same as or different from each other, and each independently a C6 to C40 aryl group,
- Ra is a phenyl group unsubstituted or substituted with one or more substituents selected form the group consisting of a phenyl group, a biphenyl group and a triphenylsilyl group;
- a biphenyl group;
- a naphthyl group;
- a terphenyl group;
- a triphenylenyl group;
- a dimethylfluorenyl group;
- a diphenylfluorenyl group;
- a dibenzofuran group;
- a dibenzothiophene group;
- or a carbazole group unsubstituted or substituted with a phenyl group,
- Rb and Rc are the same as or different from each other, and each independently C1 to C20 alkyl group,
- b, c and d are an integer of 0 to 3;
- and
- a and e are an integer of 0 to 5,
- “substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl;
- C6 to C60 monocyclic or polycyclic aryl;
- C2 to C60 monocyclic or polycyclic heteroaryl;
- —SiRR′R″;
- and —P(═O)RR′;
- or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted.
57 more elements
A composition for an organic material layer of an organic light emitting device, the composition comprising:
- a heterocyclic compound represented by the following Chemical Formula 1;
- and
- a compound represented by the following any one of the Chemical Formulae 2-7 to 2-9:
- wherein, in Chemical Formulae 1 and 2-7 to 2-9,
- N-Het is a pyridine group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C20 alkyl group, a C6 to C40 aryl group, a C2 to C40 heteroaryl group comprising S or O as a heteroatom, —P(═)ORR′ and —SiRR′R″ or a substituent linking two or more of the substituents;
- a pyrimidine group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C20 alkyl group, a C6 to C40 aryl group, a C2 to C40 heteroaryl group comprising S or O as a heteroatom, —P(═)ORR′ and —SiRR′R″ or a substituent linking two or more of the substituents;
- or a triazine group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C20 alkyl group, a C6 to C40 aryl group, a C2 to C40 heteroaryl group comprising S or O as a heteroatom, —P(═)ORR′ and —SiRR′R″ or a substituent linking two or more of the substituents,
- L and L1 are a direct bond;
- a C6 to C60 monocyclic arylene group;
- or a C10 to C60 polycyclic arylene group,
- Ar1 is a substituted or unsubstituted C10 to C60 aryl group, or represented by the following Chemical Formula 1-A;
- X1 is O;
- S;
- or NR22,
- R1 to R4 are the same as or different from each other, and each independently hydrogen;
- a substituted or unsubstituted C1 to C40 alkyl group;
- a substituted or unsubstituted C6 to C40 aryl group;
- or a substituted or unsubstituted C2 to C40 heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted C6 to C40 aromatic hydrocarbon ring,
- A3 is O;
- S;
- or NRg;
- R50 and R51 are the same as or different from each other, and each independently hydrogen;
- a phenyl group;
- or a triphenylenyl group, and at least one thereof is a phenyl group or a triphenylenyl group,
- Rg is a substituted or unsubstituted C6 to C60 aryl group,
- R11, R14, R52 and R53 are hydrogen,
- r is an integer of 0 to 3;
- q is an integer of 0 to 4,
- R5 to R7 are the same as or different from each other, and each independently selected from the group consisting of hydrogen;
- and deuterium;
- A1 and A2 are the same as or different from each other, and each independently O;
- S;
- NRa;
- or CRbRc;
- at least one of A1 and A2 is O;
- S;
- or CRbRc;
- R22, R, R′, and R″ are the same as or different from each other, and each independently a C6 to C40 aryl,
- Ra is a phenyl group unsubstituted or substituted with one or more substituents selected form the group consisting of a phenyl group, a biphenyl group and a triphenylsilyl group;
- a biphenyl group;
- a naphthyl group;
- a terphenyl group;
- a triphenylenyl group;
- a dimethylfluorenyl group;
- a diphenylfluorenyl group;
- a dibenzofuran group;
- a dibenzothiophene group;
- or a carbazole group unsubstituted or substituted with a phenyl group,
- Rb and Rc are the same as or different from each other, and each independently C1 to C20 alkyl group,
- b, c and d are an integer of 0 to 3;
- and
- a and e are an integer of 0 to 5,
- “substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl;
- C6 to C60 monocyclic or polycyclic aryl;
- C2 to C60 monocyclic or polycyclic heteroaryl;
- —SiRR′R″;
- and —P(═O)RR′;
- or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted.
55 more elements
Dependencies are inferred from the claim text.