CN107667099A - 新颖化合物及包含其的有机发光器件 - Google Patents

新颖化合物及包含其的有机发光器件 Download PDF

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Publication number: CN107667099A
Authority: CN; China
Prior art keywords: alkoxy; alkyl; silylation; halogen; nitro
Prior art date: 2015-05-06
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Pending

Application number

CN201680033075.7A

Other languages

English (en)

Chinese (zh)

Inventor

咸昊完

金成勋

安贤哲

裴惟珍

金东骏

闵丙哲

韩政佑

李萤振

林东焕

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Dongjin Semichem Co Ltd

Original Assignee

Dongjin Semichem Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2015-05-06

Filing date

2016-05-04

Publication date

2018-02-06

2016-05-04 Application filed by Dongjin Semichem Co Ltd filed Critical Dongjin Semichem Co Ltd

2016-05-04 Priority claimed from PCT/KR2016/004771 external-priority patent/WO2016178544A2/ko

2018-02-06 Publication of CN107667099A publication Critical patent/CN107667099A/zh

Status Pending legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 40
UFHFLCQGNIYNRP-VVKOMZTBSA-N Dideuterium Chemical compound [2H][2H] UFHFLCQGNIYNRP-VVKOMZTBSA-N 0.000 claims description 70
229910052736 halogen Inorganic materials 0.000 claims description 67
150000002367 halogens Chemical class 0.000 claims description 67
238000006884 silylation reaction Methods 0.000 claims description 66
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 65
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 64
239000000126 substance Substances 0.000 claims description 59
238000006467 substitution reaction Methods 0.000 claims description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 11
239000001257 hydrogen Substances 0.000 claims description 11
239000005416 organic matter Substances 0.000 claims description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
-1 itrile group Chemical group 0.000 claims description 6
229910052760 oxygen Inorganic materials 0.000 claims description 6
229910052717 sulfur Inorganic materials 0.000 claims description 6
125000003545 alkoxy group Chemical group 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
230000005525 hole transport Effects 0.000 claims description 4
150000002431 hydrogen Chemical class 0.000 claims description 4
125000000739 C2-C30 alkenyl group Chemical group 0.000 claims description 3
229910021529 ammonia Inorganic materials 0.000 claims description 3
150000002825 nitriles Chemical class 0.000 claims 2
238000004770 highest occupied molecular orbital Methods 0.000 abstract description 10
238000004768 lowest unoccupied molecular orbital Methods 0.000 abstract description 8
239000010410 layer Substances 0.000 description 81
239000000463 material Substances 0.000 description 55
238000000034 method Methods 0.000 description 27
230000005540 biological transmission Effects 0.000 description 14
238000002347 injection Methods 0.000 description 12
239000007924 injection Substances 0.000 description 12
239000002019 doping agent Substances 0.000 description 11
IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 10
230000004888 barrier function Effects 0.000 description 10
239000004327 boric acid Substances 0.000 description 10
230000015572 biosynthetic process Effects 0.000 description 8
238000000151 deposition Methods 0.000 description 8
IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical compound C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 description 8
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 7
230000027756 respiratory electron transport chain Effects 0.000 description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
150000001412 amines Chemical class 0.000 description 6
230000008021 deposition Effects 0.000 description 6
238000004528 spin coating Methods 0.000 description 6
239000000758 substrate Substances 0.000 description 6
238000005266 casting Methods 0.000 description 5
UZVGSSNIUNSOFA-UHFFFAOYSA-N dibenzofuran-1-carboxylic acid Chemical compound O1C2=CC=CC=C2C2=C1C=CC=C2C(=O)O UZVGSSNIUNSOFA-UHFFFAOYSA-N 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
QFUYDAGNUJWBSM-UHFFFAOYSA-N 1-iodo-2-phenylbenzene Chemical group IC1=CC=CC=C1C1=CC=CC=C1 QFUYDAGNUJWBSM-UHFFFAOYSA-N 0.000 description 4
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
125000005605 benzo group Chemical group 0.000 description 4
238000006243 chemical reaction Methods 0.000 description 4
230000005284 excitation Effects 0.000 description 4
150000002240 furans Chemical class 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
239000012044 organic layer Substances 0.000 description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
230000001629 suppression Effects 0.000 description 4
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
UCCUXODGPMAHRL-UHFFFAOYSA-N 1-bromo-4-iodobenzene Chemical class BrC1=CC=C(I)C=C1 UCCUXODGPMAHRL-UHFFFAOYSA-N 0.000 description 3
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000004411 aluminium Substances 0.000 description 3
229910052782 aluminium Inorganic materials 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
238000004587 chromatography analysis Methods 0.000 description 3
238000000605 extraction Methods 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
STTGYIUESPWXOW-UHFFFAOYSA-N 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline Chemical compound C=12C=CC3=C(C=4C=CC=CC=4)C=C(C)N=C3C2=NC(C)=CC=1C1=CC=CC=C1 STTGYIUESPWXOW-UHFFFAOYSA-N 0.000 description 2
229910001148 Al-Li alloy Inorganic materials 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
125000000304 alkynyl group Chemical group 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
230000008901 benefit Effects 0.000 description 2
239000011575 calcium Substances 0.000 description 2
230000008859 change Effects 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
230000003292 diminished effect Effects 0.000 description 2
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
150000002118 epoxides Chemical class 0.000 description 2
MRNHPUHPBOKKQT-UHFFFAOYSA-N indium;tin;hydrate Chemical compound O.[In].[Sn] MRNHPUHPBOKKQT-UHFFFAOYSA-N 0.000 description 2
229910052741 iridium Inorganic materials 0.000 description 2
GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 2
239000004973 liquid crystal related substance Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
229910052698 phosphorus Inorganic materials 0.000 description 2
239000011574 phosphorus Substances 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
241000894007 species Species 0.000 description 2
238000004544 sputter deposition Methods 0.000 description 2
ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 2
238000007738 vacuum evaporation Methods 0.000 description 2
DFUGYZQSDFQVPU-UHFFFAOYSA-N 1-benzofuran-3-ylboronic acid Chemical compound C1=CC=C2C(B(O)O)=COC2=C1 DFUGYZQSDFQVPU-UHFFFAOYSA-N 0.000 description 1
OHZAHWOAMVVGEL-UHFFFAOYSA-N 2,2'-bithiophene Chemical compound C1=CSC(C=2SC=CC=2)=C1 OHZAHWOAMVVGEL-UHFFFAOYSA-N 0.000 description 1
NBYLBWHHTUWMER-UHFFFAOYSA-N 2-Methylquinolin-8-ol Chemical class C1=CC=C(O)C2=NC(C)=CC=C21 NBYLBWHHTUWMER-UHFFFAOYSA-N 0.000 description 1
150000005360 2-phenylpyridines Chemical class 0.000 description 1
LOIBXBUXWRVJCF-UHFFFAOYSA-N 4-(4-aminophenyl)-3-phenylaniline Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1C1=CC=CC=C1 LOIBXBUXWRVJCF-UHFFFAOYSA-N 0.000 description 1
KZGFBZWBWJIMDM-UHFFFAOYSA-N 4-N,4-diphenylcyclohexa-1,5-diene-1,4-diamine Chemical class C1(=CC=CC=C1)C1(CC=C(C=C1)N)NC1=CC=CC=C1 KZGFBZWBWJIMDM-UHFFFAOYSA-N 0.000 description 1
AWXGSYPUMWKTBR-UHFFFAOYSA-N 4-carbazol-9-yl-n,n-bis(4-carbazol-9-ylphenyl)aniline Chemical compound C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(N(C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=C1 AWXGSYPUMWKTBR-UHFFFAOYSA-N 0.000 description 1
VIJYEGDOKCKUOL-UHFFFAOYSA-N 9-phenylcarbazole Chemical class C1=CC=CC=C1N1C2=CC=CC=C2C2=CC=CC=C21 VIJYEGDOKCKUOL-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
241000284156 Clerodendrum quadriloculare Species 0.000 description 1
206010011224 Cough Diseases 0.000 description 1
101000837344 Homo sapiens T-cell leukemia translocation-altered gene protein Proteins 0.000 description 1
FUJCRWPEOMXPAD-UHFFFAOYSA-N Li2O Inorganic materials [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
102100028692 T-cell leukemia translocation-altered gene protein Human genes 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 1
FCVHBUFELUXTLR-UHFFFAOYSA-N [Li].[AlH3] Chemical compound [Li].[AlH3] FCVHBUFELUXTLR-UHFFFAOYSA-N 0.000 description 1
JHYLKGDXMUDNEO-UHFFFAOYSA-N [Mg].[In] Chemical compound [Mg].[In] JHYLKGDXMUDNEO-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
229910045601 alloy Inorganic materials 0.000 description 1
239000000956 alloy Substances 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
DMVOXQPQNTYEKQ-UHFFFAOYSA-N biphenyl-4-amine Chemical compound C1=CC(N)=CC=C1C1=CC=CC=C1 DMVOXQPQNTYEKQ-UHFFFAOYSA-N 0.000 description 1
XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Inorganic materials [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
XUCJHNOBJLKZNU-UHFFFAOYSA-M dilithium;hydroxide Chemical compound [Li+].[Li+].[OH-] XUCJHNOBJLKZNU-UHFFFAOYSA-M 0.000 description 1
230000005611 electricity Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
229910021389 graphene Inorganic materials 0.000 description 1
RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
238000001764 infiltration Methods 0.000 description 1
230000008595 infiltration Effects 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Inorganic materials [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 1
229920002521 macromolecule Polymers 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
SJCKRGFTWFGHGZ-UHFFFAOYSA-N magnesium silver Chemical compound [Mg].[Ag] SJCKRGFTWFGHGZ-UHFFFAOYSA-N 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
230000000877 morphologic effect Effects 0.000 description 1
IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical compound C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 description 1
150000004866 oxadiazoles Chemical class 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000005041 phenanthrolines Chemical class 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
150000003577 thiophenes Chemical class 0.000 description 1
XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
229910001887 tin oxide Inorganic materials 0.000 description 1
150000003852 triazoles Chemical class 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
238000004078 waterproofing Methods 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1

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- C—CHEMISTRY; METALLURGY
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
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- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/76—Dibenzothiophenes
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- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing aromatic rings
- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN106883205A (zh) *	2015-09-10	2017-06-23	东进世美肯株式会社	新型化合物及包含它的有机发光元件
CN110256415A (zh) *	2019-06-26	2019-09-20	上海天马有机发光显示技术有限公司	一种化合物、光提取材料、有机光电装置及电子设备
CN110698448A (zh) *	2018-07-10	2020-01-17	东进世美肯株式会社	新颖化合物及包含其的有机发光器件
CN111936481A (zh) *	2018-03-30	2020-11-13	东进世美肯株式会社	新颖化合物及包含其的有机发光器件
WO2021075718A1 (ko) *	2019-10-15	2021-04-22	덕산네오룩스 주식회사	발광보조층을 포함하는 유기전기소자 및 이를 포함하는 전자 장치
CN112745264A (zh) *	2019-10-31	2021-05-04	东进世美肯株式会社	新型覆盖层用有机化合物以及包含上述覆盖层用有机化合物的有机发光元件
CN113227063A (zh) *	2019-02-15	2021-08-06	株式会社Lg化学	新型化合物及利用其的有机发光器件
CN114181181A (zh) *	2015-06-25	2022-03-15	德山新勒克斯有限公司	有机电气元件用化合物、利用其的有机电气元件及其电子装置
CN115643767A (zh) *	2022-12-26	2023-01-24	浙江华显光电科技有限公司	有机电致发光器件、显示器装置、光源装置及电子产品

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR102083707B1 (ko) *	2016-02-11	2020-03-02	주식회사 엘지화학	화합물 및 이를 이용한 유기 전계 발광 소자
US11261176B2 (en)	2017-01-26	2022-03-01	Lg Chem, Ltd.	Amine-based compound and organic light emitting device using the same
US11871656B2 (en)	2018-01-26	2024-01-09	Samsung Display Co., Ltd.	Organic electroluminescence device and monoamine compound for organic electroluminescence device
JP7465062B2 (ja)	2018-01-26	2024-04-10	三星ディスプレイ株式會社	有機電界発光素子及び有機電界発光素子用モノアミン化合物
KR20200113057A (ko)	2019-03-20	2020-10-06	삼성디스플레이 주식회사	아민계 화합물 및 이를 포함한 유기 발광 소자
CN112961131A (zh) *	2021-02-04	2021-06-15	吉林奥来德光电材料股份有限公司	有机化合物、其制备方法和应用

Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2013094951A1 (ko) *	2011-12-23	2013-06-27	제일모직 주식회사	유기광전자소자용 화합물, 이를 포함하는 유기발광소자 및 상기 유기발광소자를 포함하는 표시장치
CN103515538A (zh) *	2012-06-25	2014-01-15	精工爱普生株式会社	发光元件、发光装置、显示装置以及电子设备
CN103709153A (zh) *	2012-09-29	2014-04-09	昆山维信诺显示技术有限公司	苯并噻吩类衍生物及其在有机电致发光领域中的应用
WO2014088285A1 (ko) *	2012-12-06	2014-06-12	덕산하이메탈(주)	유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
TWI394746B (zh)	2007-11-16	2013-05-01	Academia Sinica	有機電激發光裝置及其材料
KR101497135B1 (ko) *	2011-12-29	2015-03-02	제일모직 주식회사	유기광전자소자용 화합물, 이를 포함하는 유기발광소자 및 상기 유기발광소자를 포함하는 표시장치
KR101251451B1 (ko)	2012-08-17	2013-04-05	덕산하이메탈(주)	화합물을 이용한 유기전기소자 및 그 전자 장치

2016
- 2016-05-04 CN CN201680033075.7A patent/CN107667099A/zh active Pending
- 2016-05-04 KR KR1020160055448A patent/KR102559622B1/ko active IP Right Grant
- 2016-05-06 TW TW105114234A patent/TW201708209A/zh unknown

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2013094951A1 (ko) *	2011-12-23	2013-06-27	제일모직 주식회사	유기광전자소자용 화합물, 이를 포함하는 유기발광소자 및 상기 유기발광소자를 포함하는 표시장치
CN103515538A (zh) *	2012-06-25	2014-01-15	精工爱普生株式会社	发光元件、发光装置、显示装置以及电子设备
CN103709153A (zh) *	2012-09-29	2014-04-09	昆山维信诺显示技术有限公司	苯并噻吩类衍生物及其在有机电致发光领域中的应用
WO2014088285A1 (ko) *	2012-12-06	2014-06-12	덕산하이메탈(주)	유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN114181181A (zh) *	2015-06-25	2022-03-15	德山新勒克斯有限公司	有机电气元件用化合物、利用其的有机电气元件及其电子装置
CN106883205A (zh) *	2015-09-10	2017-06-23	东进世美肯株式会社	新型化合物及包含它的有机发光元件
CN106883205B (zh) *	2015-09-10	2022-08-30	东进世美肯株式会社	新型化合物及包含它的有机发光元件
CN111936481A (zh) *	2018-03-30	2020-11-13	东进世美肯株式会社	新颖化合物及包含其的有机发光器件
CN111936481B (zh) *	2018-03-30	2024-04-26	东进世美肯株式会社	新颖化合物及包含其的有机发光器件
CN110698448A (zh) *	2018-07-10	2020-01-17	东进世美肯株式会社	新颖化合物及包含其的有机发光器件
CN113227063A (zh) *	2019-02-15	2021-08-06	株式会社Lg化学	新型化合物及利用其的有机发光器件
CN113227063B (zh) *	2019-02-15	2024-05-14	株式会社Lg化学	化合物及利用其的有机发光器件
CN110256415A (zh) *	2019-06-26	2019-09-20	上海天马有机发光显示技术有限公司	一种化合物、光提取材料、有机光电装置及电子设备
WO2021075718A1 (ko) *	2019-10-15	2021-04-22	덕산네오룩스 주식회사	발광보조층을 포함하는 유기전기소자 및 이를 포함하는 전자 장치
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