KR20030047743A - 유기 전계발광 소자 및 표시 장치 - Google Patents
유기 전계발광 소자 및 표시 장치 Download PDFInfo
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- KR20030047743A KR20030047743A KR1020020076112A KR20020076112A KR20030047743A KR 20030047743 A KR20030047743 A KR 20030047743A KR 1020020076112 A KR1020020076112 A KR 1020020076112A KR 20020076112 A KR20020076112 A KR 20020076112A KR 20030047743 A KR20030047743 A KR 20030047743A
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- South Korea
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- compound
- organic electroluminescent
- electroluminescent device
- formula
- Prior art date
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- 238000005401 electroluminescence Methods 0.000 title abstract description 8
- 150000001875 compounds Chemical class 0.000 claims abstract description 177
- 125000003118 aryl group Chemical group 0.000 claims abstract description 58
- 125000001424 substituent group Chemical group 0.000 claims abstract description 42
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229910052796 boron Inorganic materials 0.000 claims abstract description 29
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 20
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 10
- -1 monocyclic compound Chemical class 0.000 claims description 38
- 239000000126 substance Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000004104 aryloxy group Chemical group 0.000 claims description 11
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 229910052741 iridium Inorganic materials 0.000 claims description 10
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- 125000005110 aryl thio group Chemical group 0.000 claims description 7
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000000623 heterocyclic group Chemical group 0.000 claims description 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 229910052762 osmium Inorganic materials 0.000 claims description 6
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000004434 sulfur atom Chemical group 0.000 claims description 5
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- 150000001923 cyclic compounds Chemical class 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000010410 layer Substances 0.000 description 144
- 239000000463 material Substances 0.000 description 39
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- 238000004020 luminiscence type Methods 0.000 description 13
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- 239000011777 magnesium Substances 0.000 description 13
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 3
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 3
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- 125000002883 imidazolyl group Chemical group 0.000 description 3
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- 229910052744 lithium Inorganic materials 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 3
- 125000003226 pyrazolyl group Chemical group 0.000 description 3
- 125000004076 pyridyl group Chemical group 0.000 description 3
- 125000000168 pyrrolyl group Chemical group 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 235000021286 stilbenes Nutrition 0.000 description 3
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- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 3
- OGGKVJMNFFSDEV-UHFFFAOYSA-N 3-methyl-n-[4-[4-(n-(3-methylphenyl)anilino)phenyl]phenyl]-n-phenylaniline Chemical compound CC1=CC=CC(N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(C)C=CC=2)=C1 OGGKVJMNFFSDEV-UHFFFAOYSA-N 0.000 description 2
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- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 2
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- 125000004429 atom Chemical group 0.000 description 2
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- 230000004888 barrier function Effects 0.000 description 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 description 2
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- 230000015572 biosynthetic process Effects 0.000 description 2
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- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
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- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
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- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
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- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
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- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
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- VERMWGQSKPXSPZ-BUHFOSPRSA-N 1-[(e)-2-phenylethenyl]anthracene Chemical class C=1C=CC2=CC3=CC=CC=C3C=C2C=1\C=C\C1=CC=CC=C1 VERMWGQSKPXSPZ-BUHFOSPRSA-N 0.000 description 1
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- MVIXNQZIMMIGEL-UHFFFAOYSA-N 4-methyl-n-[4-[4-(4-methyl-n-(4-methylphenyl)anilino)phenyl]phenyl]-n-(4-methylphenyl)aniline Chemical group C1=CC(C)=CC=C1N(C=1C=CC(=CC=1)C=1C=CC(=CC=1)N(C=1C=CC(C)=CC=1)C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 MVIXNQZIMMIGEL-UHFFFAOYSA-N 0.000 description 1
- XIQGFRHAIQHZBD-UHFFFAOYSA-N 4-methyl-n-[4-[[4-(4-methyl-n-(4-methylphenyl)anilino)phenyl]-phenylmethyl]phenyl]-n-(4-methylphenyl)aniline Chemical compound C1=CC(C)=CC=C1N(C=1C=CC(=CC=1)C(C=1C=CC=CC=1)C=1C=CC(=CC=1)N(C=1C=CC(C)=CC=1)C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 XIQGFRHAIQHZBD-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
- C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
- H10K85/322—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising boron
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/658—Organoboranes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1007—Non-condensed systems
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1003—Carbocyclic compounds
- C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
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Abstract
Description
Claims (25)
- 호스트 화합물 및 인광성 화합물을 함유하는 발광층을 포함하며, 상기 호스트 화합물이 분자 내에 붕소 원자를 함유하는 화합물인 것을 특징으로 하는 유기 전계발광 소자.
- 제1항에 있어서, 호스트 화합물이 분자 내에 질소 원자를 더 함유하는 화합물인 것을 특징으로 하는 유기 전계발광 소자.
- 제1항에 있어서, 호스트 화합물이 하기 화학식 1로 표시되는 화합물인 것을 특징으로 하는 유기 전계발광 소자.<화학식 1>식 중, B는 붕소 원자를 나타내며, R11, R12및 R13은 독립적으로 1가의 치환기를 나타내되, 단 R11, R12및 R13중 하나 이상이 방향족기이고, R11, R12및 R13중 어느 하나가 방향족기인 경우, 다른 두개는 서로 결합하여 붕소 원자와 함께 환을 형성할 수 있다.
- 제3항에 있어서, R11, R12및 R13으로 표시되는 1가의 치환기가 알킬기, 시클로알킬기, 아릴기, 알콕시기, 아릴옥시기, 알킬티오기, 아릴티오기, 할로겐 원자, 시아노기, 니트로기 또는 복소환기인 것을 특징으로 하는 유기 전계발광 소자.
- 제3항에 있어서, 화학식 1 중 R11, R12및 R13모두가 방향족기인 것을 특징으로 하는 유기 전계발광 소자.
- 제3항에 있어서, 호스트 화합물의 분자량이 410 내지 2000인 유기 전계발광 소자.
- 제3항에 있어서, 호스트 화합물의 분자량이 600 내지 2000인 유기 전계발광 소자.
- 제1항에 있어서, 호스트 화합물이 하기 화학식 2로 표시되는 화합물인 것을 특징으로 하는 유기 전계발광 소자.<화학식 2>식 중, B는 붕소 원자를 나타내며, Ar21및 Ar22는 독립적으로 방향족기를 나타내고, A는 2 내지 15가의 기를 나타내며, n은 2 내지 15의 정수를 나타낸다.
- 제8항에 있어서, A로 표시되는 2가 내지 15가의 기가 단환 화합물의 잔기, 축합환 화합물의 잔기, 또는 분자 내에 개별적으로 둘 이상의 환을 갖는 화합물의 잔기인 유기 전계발광 소자.
- 제1항에 있어서, 호스트 화합물이 하기 화학식 3으로 표시되는 화합물인 것을 특징으로 하는 유기 전계발광 소자.<화학식 3>식 중, B는 붕소 원자를 나타내며, Ar31은 단환의 방향족기를 나타내고, R31, R32, R33및 R34는 독립적으로 1가의 치환기를 나타내며 n은 1 내지 5의 정수를 나타낸다.
- 제10항에 있어서, R31, R32, R33및 R34로 표시되는 1가의 치환기가 알킬기, 시클로알킬기, 아릴기, 알콕시기, 아릴옥시기, 알킬티오기, 아릴티오기, 할로겐 원자, 시아노기, 니트로기 또는 복소환기인 것을 특징으로 하는 유기 전계발광 소자.
- 제10항에 있어서, 호스트 화합물이 하기 화학식 4로 표시되는 화합물인 것을 특징으로 하는 유기 전계발광 소자.<화학식 4>식 중, B는 붕소 원자를 나타내며, Ar41, Ar42, Ar43및 Ar44는 독립적으로 방향족기를 나타내고, R45는 수소 원자 또는 1가의 치환기를 나타내며, n2는 1 내지 5의 정수를 나타내고, m2는 1 내지 4의 정수를 나타내되, 단 복수개의 R45는 동일하거나 상이하다.
- 제7항에 있어서, 호스트 화합물이 하기 화학식 5로 표시되는 화합물인 것을 특징으로 하는 유기 전계발광 소자.<화학식 5>식 중, B는 붕소 원자를 나타내며, C는 탄소원자를 나타내고, A51, A52, A53, A54, A55및 A56은 독립적으로 탄소 원자, 질소 원자 또는 황 원자를 나타내며, Z51은 C, A51및 A52와 함께 방향족환을 형성하는데 필요한 원자기를 나타내고, Z52는 C, A53및 A54와 함께 방향족환을 형성하는데 필요한 원자기를 나타내고, Z53은 C, A55및 A56과 함께 방향족환을 형성하는데 필요한 원자기를 나타내며, R51, R52, R53, R54, R55및 R56은 독립적으로 수소 원자 또는 1가의 치환기를 나타내되, 단 R51내지 R56중 4개 이상은 1가의 치환기를 나타내고, R57, R58및 R59는 독립적으로 수소 원자 또는 1가의 치환기를 나타내며, l3, n3 및 m3은 독립적으로 1 내지 7의 정수를 나타내되, 단 복수개의 R57, R58및 R59는 각각 동일하거나 상이할 수 있다.
- 제13항에 있어서, 화학식 5 중 R51, R52, R53, R54, R55및 R56이 모두 1가의 치환기인 것을 특징으로 하는 유기 전계발광 소자.
- 제13항에 있어서, 화학식 5 중 R51, R52, R53, R54, R55, R56, R57, R58및 R59로 표시되는 1가의 치환기가 알킬기, 시클로알킬기, 아릴기, 알콕시기, 아릴옥시기, 알킬티오기, 아릴티오기, 할로겐 원자, 시아노기, 니트로기 또는 복소환기인 것을 특징으로 하는 유기 전계발광 소자.
- 제15항에 있어서, 1가의 치환기가 알킬기, 시클로알킬기, 알콕시기, 아릴옥시기 또는 할로겐 원자인 것을 특징으로 하는 유기 전계발광 소자.
- 제13항에 있어서, 호스트 화합물의 분자량이 410 내지 2000인 유기 전계발광 소자.
- 제13항에 있어서, 호스트 화합물의 분자량이 600 내지 2000인 유기 전계발광 소자.
- 제2항에 있어서, 호스트 화합물이 하기 화학식 6으로 표시되는 화합물인 것을 특징으로 하는 유기 전계발광 소자.<화학식 6>식 중, N은 질소 원자를 나타내고, B는 붕소 원자를 나타내며, Ar61, Ar62,Ar63및 Ar64는 독립적으로 치환 또는 비치환의 방향족기를 나타내며, Q61은 방향족기를 나타내고, n4는 1 내지 5의 정수를 나타낸다.
- 제1항에 있어서, 호스트 화합물의 분자량이 410 내지 2000인 것을 특징으로 하는 유기 전계발광 소자.
- 제20항에 있어서, 호스트 화합물의 분자량이 600 내지 2000인 것을 특징으로 하는 유기 전계발광 소자.
- 제21항에 있어서, 호스트 화합물의 분자량이 800 내지 2000인 것을 특징으로 하는 유기 전계발광 소자.
- 제1항에 있어서, 인광성 화합물이 오스뮴, 이리듐 또는 백금 착체인 것을 특징으로 하는 유기 전계발광 소자.
- 제23항에 있어서, 인광성 화합물이 이리듐 착체인 것을 특징으로 하는 유기 전계발광 소자.
- 인광성 화합물 및 분자 내에 붕소 원자를 함유하는 호스트 화합물을 함유하는 발광층을 포함하는 유기 전계발광 소자를 포함하는 표시 장치.
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Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7416791B1 (en) * | 2002-06-11 | 2008-08-26 | University Of Washington | Osmium complexes and related organic light-emitting devices |
DE102004006622A1 (de) * | 2004-02-10 | 2005-08-25 | Covion Organic Semiconductors Gmbh | Phosporeszierendes Elektrolumineszenzelement |
US20050123796A1 (en) * | 2003-12-05 | 2005-06-09 | Giesen David J. | Organic element for electroluminescent devices |
US7074502B2 (en) * | 2003-12-05 | 2006-07-11 | Eastman Kodak Company | Organic element for electroluminescent devices |
CN1926925B (zh) | 2004-03-02 | 2011-11-30 | 出光兴产株式会社 | 有机电致发光器件 |
US20060036114A1 (en) * | 2004-08-13 | 2006-02-16 | Suning Wang | Organoboron luminescent compounds and methods of making and using same |
EP1863323A1 (en) * | 2005-03-22 | 2007-12-05 | Idemitsu Kosan Co., Ltd. | Color conversion substrate, method for manufacturing same and light-emitting device |
CN100487944C (zh) * | 2005-08-25 | 2009-05-13 | 国际商业机器公司 | 光电器件的稳定性提高 |
US7588839B2 (en) * | 2005-10-19 | 2009-09-15 | Eastman Kodak Company | Electroluminescent device |
FR2923671B1 (fr) * | 2007-11-13 | 2010-08-27 | Eurofarad | Procede de fabrication d'un composant a fonction electronique. |
TW201000593A (en) * | 2008-02-25 | 2010-01-01 | Showa Denko Kk | Organic electroluminescent element, and manufacturing method and uses therefor |
CN101633668B (zh) * | 2008-07-24 | 2015-06-03 | 通用电气公司 | 含苯吡啶单元的化合物 |
US8586203B2 (en) | 2009-05-20 | 2013-11-19 | Universal Display Corporation | Metal complexes with boron-nitrogen heterocycle containing ligands |
US9073948B2 (en) | 2010-05-14 | 2015-07-07 | Universal Display Corporation | Azaborine compounds as host materials and dopants for PHOLEDs |
JP5750762B2 (ja) * | 2011-08-31 | 2015-07-22 | 住友化学株式会社 | ボラン化合物と共役高分子化合物とを含む組成物及び素子 |
WO2013045410A1 (en) * | 2011-09-28 | 2013-04-04 | Solvay Sa | Spirobifluorene compounds for light emitting devices |
TWI599570B (zh) * | 2012-09-28 | 2017-09-21 | 新日鐵住金化學股份有限公司 | Compounds for organic electroluminescent devices and organic electroluminescent devices |
KR102291490B1 (ko) * | 2013-12-12 | 2021-08-23 | 삼성디스플레이 주식회사 | 아민계 화합물 및 이를 포함한 유기 발광 소자 |
CN103896973B (zh) * | 2014-04-11 | 2018-01-30 | 中国科学院理化技术研究所 | 二(三甲苯基)硼衍生物及其在白光有机电致发光二极管中的应用 |
KR102322011B1 (ko) | 2014-12-02 | 2021-11-05 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
KR102322013B1 (ko) * | 2014-12-12 | 2021-11-05 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
KR102328676B1 (ko) | 2014-12-24 | 2021-11-19 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
KR102314468B1 (ko) | 2014-12-30 | 2021-10-20 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
KR102360091B1 (ko) * | 2014-12-31 | 2022-02-09 | 삼성디스플레이 주식회사 | 축합환 화합물 및 이를 포함한 유기 발광 소자 |
US20180138407A1 (en) * | 2015-05-01 | 2018-05-17 | Dow Global Technologies Llc | Four-coordinate boron compounds |
EP3147958B1 (en) | 2015-09-28 | 2019-10-23 | Novaled GmbH | Organic electroluminescent devices comprising borane compounds |
US20180366653A1 (en) * | 2015-12-04 | 2018-12-20 | Guangzhou Chinaray Optoelectronic Materials Ltd. | D-a type compound and application thereof |
KR102005290B1 (ko) * | 2017-08-24 | 2019-07-31 | 울산대학교 산학협력단 | 오르토 주개가 도입된 트리아릴보론 화합물 및 이를 이용한 유기 발광 소자 |
EP3681974B1 (en) | 2017-09-15 | 2021-06-30 | cynora GmbH | Organic molecules, in particular for use in optoelectronic devices |
KR20200094262A (ko) | 2019-01-29 | 2020-08-07 | 삼성디스플레이 주식회사 | 유기 전계 발광 소자 및 유기 전계 발광 소자용 다환 화합물 |
KR20200107028A (ko) | 2019-03-05 | 2020-09-16 | 삼성디스플레이 주식회사 | 유기 전계 발광 소자 및 유기 전계 발광 소자용 다환 화합물 |
EP3951903A4 (en) * | 2019-03-29 | 2022-11-16 | Sumitomo Chemical Company Limited | LIGHT EMITTING ELEMENT AND METHOD OF MANUFACTURE THEREOF AND COMPOSITION FOR LIGHT EMITTING ELEMENTS AND METHOD OF MANUFACTURE THEREOF |
CN110003258A (zh) * | 2019-04-30 | 2019-07-12 | 上海天马有机发光显示技术有限公司 | 化合物、显示面板以及显示装置 |
CN110759937B (zh) * | 2019-11-12 | 2021-12-28 | 吉林大学 | 一种含硼有机电致发光化合物及其制备方法和应用 |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5409783A (en) * | 1994-02-24 | 1995-04-25 | Eastman Kodak Company | Red-emitting organic electroluminescent device |
TW466256B (en) * | 1995-11-24 | 2001-12-01 | Ciba Sc Holding Ag | Borate photoinitiator compounds and compositions comprising the same |
US6312835B1 (en) * | 1997-02-13 | 2001-11-06 | Queen's University At Kingston | Luminescent compounds and methods of making and using same |
US6303238B1 (en) * | 1997-12-01 | 2001-10-16 | The Trustees Of Princeton University | OLEDs doped with phosphorescent compounds |
US6097147A (en) * | 1998-09-14 | 2000-08-01 | The Trustees Of Princeton University | Structure for high efficiency electroluminescent device |
JP4055363B2 (ja) * | 1999-01-08 | 2008-03-05 | チッソ株式会社 | ボラン誘導体および有機電界発光素子 |
US6391482B1 (en) * | 1999-02-04 | 2002-05-21 | Matsushita Electric Industrial Co., Ltd. | Organic material for electroluminescent device and electroluminescent device using the same |
JP2000268965A (ja) * | 1999-03-16 | 2000-09-29 | Tdk Corp | 有機el素子 |
JP4026273B2 (ja) * | 1999-04-05 | 2007-12-26 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子用材料およびそれを使用した有機エレクトロルミネッセンス素子 |
JP3994573B2 (ja) * | 1999-04-12 | 2007-10-24 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子用材料およびそれを使用した有機エレクトロルミネッセンス素子 |
JP4428772B2 (ja) * | 1999-09-28 | 2010-03-10 | コニカミノルタホールディングス株式会社 | 有機エレクトロルミネッセンス素子 |
JP3929690B2 (ja) * | 1999-12-27 | 2007-06-13 | 富士フイルム株式会社 | オルトメタル化イリジウム錯体からなる発光素子材料、発光素子および新規イリジウム錯体 |
US6372154B1 (en) * | 1999-12-30 | 2002-04-16 | Canon Kabushiki Kaisha | Luminescent ink for printing of organic luminescent devices |
AU3056301A (en) * | 2000-02-02 | 2001-08-14 | Mitsubishi Chemical Corporation | Organic electroluminescent element and method of manufacture thereof |
KR100492243B1 (ko) * | 2000-03-31 | 2005-05-31 | 캐논 가부시끼가이샤 | 새로운 유기붕소화합물을 사용하는 유기발광소자 및 해당 소자의 제조방법 |
JP4023204B2 (ja) * | 2001-05-02 | 2007-12-19 | 淳二 城戸 | 有機電界発光素子 |
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KR100903918B1 (ko) * | 2001-11-09 | 2009-06-19 | 코니카 미놀타 홀딩스 가부시키가이샤 | 유기 전계발광 소자 및 표시 장치 |
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US6835473B2 (en) | 2004-12-28 |
JP2008227512A (ja) | 2008-09-25 |
JP4810687B2 (ja) | 2011-11-09 |
KR100915271B1 (ko) | 2009-09-03 |
US20030157366A1 (en) | 2003-08-21 |
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