CN105529406A - Organic Light Emitting Components - Google Patents
Organic Light Emitting Components Download PDFInfo
- Publication number
- CN105529406A CN105529406A CN201510677027.9A CN201510677027A CN105529406A CN 105529406 A CN105529406 A CN 105529406A CN 201510677027 A CN201510677027 A CN 201510677027A CN 105529406 A CN105529406 A CN 105529406A
- Authority
- CN
- China
- Prior art keywords
- group
- substituted
- salt
- base
- oxazolylene
- Prior art date
- 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.)
- Granted
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- 230000005525 hole transport Effects 0.000 claims abstract description 31
- -1 cyano, nitro, amino, amidino, hydrazino Chemical group 0.000 claims description 957
- 150000003839 salts Chemical class 0.000 claims description 261
- 125000003118 aryl group Chemical group 0.000 claims description 185
- 239000000126 substance Substances 0.000 claims description 179
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 claims description 165
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 129
- 125000003367 polycyclic group Chemical group 0.000 claims description 125
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 124
- 125000005299 dibenzofluorenyl group Chemical group C1(=CC=CC2=C3C(=C4C=5C=CC=CC5CC4=C21)C=CC=C3)* 0.000 claims description 123
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims description 120
- 125000001624 naphthyl group Chemical group 0.000 claims description 114
- 125000001725 pyrenyl group Chemical group 0.000 claims description 104
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 95
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 claims description 94
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 88
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 88
- UFHFLCQGNIYNRP-VVKOMZTBSA-N Dideuterium Chemical group [2H][2H] UFHFLCQGNIYNRP-VVKOMZTBSA-N 0.000 claims description 86
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims description 86
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 82
- 125000000217 alkyl group Chemical group 0.000 claims description 81
- 125000005564 oxazolylene group Chemical group 0.000 claims description 74
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims description 72
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 70
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims description 70
- 150000007857 hydrazones Chemical class 0.000 claims description 65
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 63
- 125000004306 triazinyl group Chemical group 0.000 claims description 62
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims description 58
- 125000006753 (C1-C60) heteroaryl group Chemical group 0.000 claims description 57
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 57
- 125000003828 azulenyl group Chemical group 0.000 claims description 57
- 125000003914 fluoranthenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC=C4C1=C23)* 0.000 claims description 57
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims description 57
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 57
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 56
- 150000001875 compounds Chemical class 0.000 claims description 56
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 53
- 125000004366 heterocycloalkenyl group Chemical group 0.000 claims description 51
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 50
- 125000002883 imidazolyl group Chemical group 0.000 claims description 50
- 125000006751 (C6-C60) aryloxy group Chemical group 0.000 claims description 48
- 125000004987 dibenzofuryl group Chemical group C1(=CC=CC=2OC3=C(C21)C=CC=C3)* 0.000 claims description 47
- 125000005550 pyrazinylene group Chemical group 0.000 claims description 46
- 125000005576 pyrimidinylene group Chemical group 0.000 claims description 46
- 125000000335 thiazolyl group Chemical group 0.000 claims description 46
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 45
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 45
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 45
- 125000004076 pyridyl group Chemical group 0.000 claims description 45
- 125000005551 pyridylene group Chemical group 0.000 claims description 44
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 44
- 125000005559 triazolylene group Chemical group 0.000 claims description 44
- 125000006752 (C6-C60) arylthio group Chemical group 0.000 claims description 43
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims description 43
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 43
- 125000005556 thienylene group Chemical group 0.000 claims description 43
- 125000006744 (C2-C60) alkenyl group Chemical group 0.000 claims description 42
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 42
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 42
- 125000006746 (C1-C60) alkoxy group Chemical group 0.000 claims description 41
- 125000006745 (C2-C60) alkynyl group Chemical group 0.000 claims description 41
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 claims description 40
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 40
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 40
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 39
- DNEFDLYKROPJPD-UHFFFAOYSA-N C1=CC2=C(C=C1)C1=CC=C3C4=C(C=CC=C4)C4=CC=CC=C4C4=C(C=CC=C4)C3=C1C=C2 Chemical group C1=CC2=C(C=C1)C1=CC=C3C4=C(C=CC=C4)C4=CC=CC=C4C4=C(C=CC=C4)C3=C1C=C2 DNEFDLYKROPJPD-UHFFFAOYSA-N 0.000 claims description 36
- WZJYKHNJTSNBHV-UHFFFAOYSA-N benzo[h]quinoline Chemical group C1=CN=C2C3=CC=CC=C3C=CC2=C1 WZJYKHNJTSNBHV-UHFFFAOYSA-N 0.000 claims description 36
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 36
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims description 35
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 35
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 claims description 34
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 34
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 33
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 33
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 33
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 33
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 33
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 33
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 32
- 125000005945 imidazopyridyl group Chemical group 0.000 claims description 31
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 31
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthene Chemical compound C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 claims description 30
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 30
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 30
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 30
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 30
- 125000002192 heptalenyl group Chemical group 0.000 claims description 27
- 150000002467 indacenes Chemical class 0.000 claims description 25
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 25
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 25
- 125000005597 hydrazone group Chemical group 0.000 claims description 23
- 235000010290 biphenyl Nutrition 0.000 claims description 22
- 239000004305 biphenyl Substances 0.000 claims description 22
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 22
- 125000003277 amino group Chemical group 0.000 claims description 20
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims description 20
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 20
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 20
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 16
- 125000005548 pyrenylene group Chemical group 0.000 claims description 16
- 125000004957 naphthylene group Chemical group 0.000 claims description 15
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 14
- 125000002541 furyl group Chemical group 0.000 claims description 13
- 125000006761 (C6-C60) arylene group Chemical group 0.000 claims description 12
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 claims description 12
- 125000005567 fluorenylene group Chemical group 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims description 9
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 9
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 9
- 125000001041 indolyl group Chemical group 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 125000001828 phenalenyl group Chemical group C1(C=CC2=CC=CC3=CC=CC1=C23)* 0.000 claims description 9
- 125000005560 phenanthrenylene group Chemical group 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 125000001544 thienyl group Chemical group 0.000 claims description 9
- 125000005558 triazinylene group Chemical group 0.000 claims description 9
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 8
- 125000005605 benzo group Chemical group 0.000 claims description 8
- 125000004857 imidazopyridinyl group Chemical group N1C(=NC2=C1C=CC=N2)* 0.000 claims description 8
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims description 8
- 125000005956 isoquinolyl group Chemical group 0.000 claims description 8
- 150000002902 organometallic compounds Chemical class 0.000 claims description 8
- 125000002971 oxazolyl group Chemical group 0.000 claims description 8
- 125000001425 triazolyl group Chemical group 0.000 claims description 8
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 8
- 125000006762 (C1-C60) heteroarylene group Chemical group 0.000 claims description 7
- 229910019142 PO4 Inorganic materials 0.000 claims description 7
- 125000004618 benzofuryl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 7
- 239000010452 phosphate Substances 0.000 claims description 7
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 claims description 7
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 6
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 239000003446 ligand Substances 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 5
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 5
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 5
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 5
- 229910052741 iridium Inorganic materials 0.000 claims description 5
- 229910052697 platinum Inorganic materials 0.000 claims description 5
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 5
- CUFNKYGDVFVPHO-UHFFFAOYSA-N azulene Chemical compound C1=CC=CC2=CC=CC2=C1 CUFNKYGDVFVPHO-UHFFFAOYSA-N 0.000 claims description 4
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
- DHHVAGZRUROJKS-UHFFFAOYSA-N phentermine Chemical compound CC(C)(N)CC1=CC=CC=C1 DHHVAGZRUROJKS-UHFFFAOYSA-N 0.000 claims description 4
- 125000005581 pyrene group Chemical group 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- MYKQKWIPLZEVOW-UHFFFAOYSA-N 11h-benzo[a]carbazole Chemical compound C1=CC2=CC=CC=C2C2=C1C1=CC=CC=C1N2 MYKQKWIPLZEVOW-UHFFFAOYSA-N 0.000 claims description 3
- 229910052693 Europium Inorganic materials 0.000 claims description 3
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims description 3
- 229910052771 Terbium Inorganic materials 0.000 claims description 3
- 229910052775 Thulium Inorganic materials 0.000 claims description 3
- 125000004054 acenaphthylenyl group Chemical group C1(=CC2=CC=CC3=CC=CC1=C23)* 0.000 claims description 3
- HXGDTGSAIMULJN-UHFFFAOYSA-N acetnaphthylene Natural products C1=CC(C=C2)=C3C2=CC=CC3=C1 HXGDTGSAIMULJN-UHFFFAOYSA-N 0.000 claims description 3
- 125000003943 azolyl group Chemical group 0.000 claims description 3
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 3
- 229910052735 hafnium Inorganic materials 0.000 claims description 3
- KDEZIUOWTXJEJK-UHFFFAOYSA-N heptacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC6=CC7=CC=CC=C7C=C6C=C5C=C4C=C3C=C21 KDEZIUOWTXJEJK-UHFFFAOYSA-N 0.000 claims description 3
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims description 3
- 229910052762 osmium Inorganic materials 0.000 claims description 3
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 3
- 125000006736 (C6-C20) aryl group Chemical group 0.000 claims description 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 2
- 101100123346 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) hh2a gene Proteins 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
- 125000006267 biphenyl group Chemical group 0.000 claims description 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 2
- 125000005557 thiazolylene group Chemical group 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 4
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 2
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- XLHDKOPRDYEEQY-UHFFFAOYSA-N 1-pyridin-2-ylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=N1 XLHDKOPRDYEEQY-UHFFFAOYSA-N 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- KTQYWNARBMKMCX-UHFFFAOYSA-N tetraphenylene Chemical group C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C3=CC=CC=C3C2=C1 KTQYWNARBMKMCX-UHFFFAOYSA-N 0.000 claims 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 239000010410 layer Substances 0.000 description 121
- 230000000052 comparative effect Effects 0.000 description 20
- 238000002347 injection Methods 0.000 description 20
- 239000007924 injection Substances 0.000 description 20
- 239000002019 doping agent Substances 0.000 description 15
- 0 *c1ccccc1 Chemical compound *c1ccccc1 0.000 description 13
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 12
- 230000000903 blocking effect Effects 0.000 description 11
- 239000000758 substrate Substances 0.000 description 11
- 238000004020 luminiscence type Methods 0.000 description 10
- SLGBZMMZGDRARJ-UHFFFAOYSA-N Triphenylene Natural products C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C2=C1 SLGBZMMZGDRARJ-UHFFFAOYSA-N 0.000 description 8
- 239000007983 Tris buffer Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229920000767 polyaniline Polymers 0.000 description 8
- 125000005580 triphenylene group Chemical group 0.000 description 8
- 239000012044 organic layer Substances 0.000 description 7
- 125000004653 anthracenylene group Chemical group 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 5
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
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- KLZHUQDVWUXWEZ-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.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 KLZHUQDVWUXWEZ-UHFFFAOYSA-N 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
- BLFVVZKSHYCRDR-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-2-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-2-amine Chemical compound C1=CC=CC=C1N(C=1C=C2C=CC=CC2=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C3C=CC=CC3=CC=2)C=C1 BLFVVZKSHYCRDR-UHFFFAOYSA-N 0.000 description 1
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 125000005565 oxadiazolylene group Chemical group 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000004934 phenanthridinyl group Chemical group C1(=CC=CC2=NC=C3C=CC=CC3=C12)* 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000005562 phenanthrylene group Chemical group 0.000 description 1
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical compound C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 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
- 125000001388 picenyl group Chemical group C1(=CC=CC2=CC=C3C4=CC=C5C=CC=CC5=C4C=CC3=C21)* 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001464 poly(sodium 4-styrenesulfonate) Polymers 0.000 description 1
- 125000004585 polycyclic heterocycle group Chemical group 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 150000004059 quinone derivatives Chemical class 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- VSZWPYCFIRKVQL-UHFFFAOYSA-N selanylidenegallium;selenium Chemical compound [Se].[Se]=[Ga].[Se]=[Ga] VSZWPYCFIRKVQL-UHFFFAOYSA-N 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium atom Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 description 1
- 125000001935 tetracenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 description 1
- PCCVSPMFGIFTHU-UHFFFAOYSA-N tetracyanoquinodimethane Chemical compound N#CC(C#N)=C1C=CC(=C(C#N)C#N)C=C1 PCCVSPMFGIFTHU-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- DGQOCLATAPFASR-UHFFFAOYSA-N tetrahydroxy-1,4-benzoquinone Chemical compound OC1=C(O)C(=O)C(O)=C(O)C1=O DGQOCLATAPFASR-UHFFFAOYSA-N 0.000 description 1
- 238000001931 thermography Methods 0.000 description 1
- FRNOGLGSGLTDKL-UHFFFAOYSA-N thulium atom Chemical compound [Tm] FRNOGLGSGLTDKL-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
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Abstract
Description
技术领域technical field
本发明涉及一种有机发光元件。The invention relates to an organic light-emitting element.
背景技术Background technique
有机发光元件(organiclight-emittingdevice)作为一种自发光型元件,视野角宽阔,且对比度优良,不仅如此,响应速度快,且亮度(luminance)、驱动电压、响应速度方面的特性优良,并具有可实现多彩化的优点。An organic light-emitting device (organic light-emitting device) is a self-luminous device that has a wide viewing angle and excellent contrast. Not only that, it also has a fast response speed, and has excellent characteristics in terms of luminance, driving voltage, and response speed. Realize the advantages of variety.
所述有机发光元件可具有正极(anode)、空穴传输区域(holetransportregion)、发光层、电子传输区域(electrontransportregion)以及负极(cathode)依次形成的结构。从所述正极注入的空穴经由空穴传输区域而移动到发光层,从负极注入的电子则经由电子传输区域而移动到发光层。所述空穴和电子等载流子在发光层区域中重新结合而生成激子(exiton)。该激子从激发态(excitedstate)转变为基态(groundstate)并生成光。The organic light-emitting device may have a structure in which an anode, a hole transport region, a light emitting layer, an electron transport region, and a cathode are sequentially formed. The holes injected from the positive electrode move to the light emitting layer through the hole transport region, and the electrons injected from the negative electrode move to the light emitting layer through the electron transport region. Carriers such as the holes and electrons recombine in the light-emitting layer region to generate excitons. The excitons transition from an excited state to a ground state and generate light.
发明内容Contents of the invention
本发明的目的在于提供一种如下的有机发光元件:具有优良的色坐标,并实现注入到发光层的空穴与电子的平衡,从而使效率和寿命均得到提高。The object of the present invention is to provide an organic light-emitting device that has excellent color coordinates and achieves a balance between holes and electrons injected into the light-emitting layer, thereby improving both efficiency and lifetime.
根据本发明的一个方面,提供一种有机发光元件,包括:According to one aspect of the present invention, an organic light emitting element is provided, comprising:
第一电极;first electrode;
第二电极,与所述第一电极对向;a second electrode opposite to the first electrode;
发光层,夹设于所述第一电极与所述第二电极之间;以及a light emitting layer interposed between the first electrode and the second electrode; and
空穴传输区域,夹设于所述第一电极与所述发光层之间,a hole transport region interposed between the first electrode and the light-emitting layer,
其中,所述发光层包含由如下的化学式1表示的有机金属化合物,所述空穴传输区域包含由如下的化学式2表示的第一化合物,Wherein, the light emitting layer includes an organometallic compound represented by the following Chemical Formula 1, and the hole transport region contains a first compound represented by the following Chemical Formula 2,
<化学式1><chemical formula 1>
M(L1)n1(L2)n2 M(L1) n1 (L2) n2
在所述化学式1中,In said chemical formula 1,
M从Ir、Pt、Os、Ti、Zr、Hf、Eu、Tb、Tm以及Rd中选择,M is selected from Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm and Rd,
L1是由如下的化学式1A表示的配合体,L1 is a ligand represented by the following chemical formula 1A,
L2是由如下的化学式1B表示的配合体,L2 is a ligand represented by the following chemical formula 1B,
L1与L2互不相同,L1 and L2 are different from each other,
n1和n2相互独立地取1或2,n1+n2=2或n1+n2=3,当n1为2时两个L1相同或不同,当n2为2时两个L2相同或不同,n1 and n2 take 1 or 2 independently of each other, n1+n2=2 or n1+n2=3, when n1 is 2, two L1s are the same or different, when n2 is 2, two L2s are the same or different,
<化学式2><chemical formula 2>
<化学式2-1><Chemical formula 2-1>
在各个化学式中,In each chemical formula,
CY1与CY2相互独立地从C5-C60环基团和C2-C60杂环基团中选择,CY1与CY2以单键相互连接,CY 1 and CY 2 are independently selected from C 5 -C 60 ring groups and C 2 -C 60 heterocyclic groups, and CY 1 and CY 2 are connected to each other with a single bond,
Y1至Y4相互独立地取碳或氮,Y1与Y2以单键或双键相互连接,Y3与Y4以单键或双键相互连接,Y 1 to Y 4 independently take carbon or nitrogen, Y 1 and Y 2 are connected to each other by a single bond or a double bond, Y 3 and Y 4 are connected to each other by a single bond or a double bond,
CY3至CY6相互独立地从C5-C40环基团、C2-C40杂环基团以及化学式2-1所示的物质中选择,CY 3 to CY 6 are independently selected from C 5 -C 40 cyclic groups, C 2 -C 40 heterocyclic groups and substances shown in Chemical Formula 2-1,
在所述化学式2-1中,A1与A2相互独立地从C5-C20环基团和C2-C20杂环基团中选择,In the chemical formula 2-1, A 1 and A 2 are independently selected from C 5 -C 20 cyclic groups and C 2 -C 20 heterocyclic groups,
X1从N-(L3)lb3-Ar2、氧原子、硫原子、C(R13)(R14)、Si(R15)(R16)中选择,X 1 is selected from N-(L 3 ) lb3 -Ar 2 , oxygen atom, sulfur atom, C(R 13 )(R 14 ), Si(R 15 )(R 16 ),
L1至L3相互独立地从取代或非取代的C3-C10环亚烷基、取代或非取代的C6-C60亚芳基、取代或非取代的C1-C60杂亚芳基、-N(Q1a)-、取代或非取代的2价非芳香族缩合多环基团、取代或非取代的2价非芳香族杂缩合多环基团中选择,L 1 to L 3 are independently substituted or unsubstituted C 3 -C 10 cycloalkylene, substituted or unsubstituted C 6 -C 60 arylene, substituted or unsubstituted C 1 -C 60 heteroalkylene Aryl, -N(Q 1a )-, substituted or unsubstituted 2-valent non-aromatic condensed polycyclic groups, substituted or unsubstituted 2-valent non-aromatic heterocondensed polycyclic groups,
Ar1与Ar2相互独立地成为取代或非取代的C6-C60芳基、或者取代或非取代的C1-C60杂芳基,Ar 1 and Ar 2 are independently substituted or unsubstituted C 6 -C 60 aryl, or substituted or unsubstituted C 1 -C 60 heteroaryl,
R1至R5以及R9至R16相互独立地从氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、取代或非取代的C1-C60烷基、取代或非取代的C2-C60烯基、取代或非取代的C2-C60炔基、取代或非取代的C1-C60烷氧基、取代或非取代的C3-C10环烷基、取代或非取代的C1-C10杂环烷基、取代或非取代的C3-C10环烯基、取代或非取代的C1-C10杂环烯基、取代或非取代的C6-C60芳基、取代或非取代的C6-C60芳氧基、取代或非取代的C6-C60芳硫基、取代或非取代的C1-C60杂芳基、取代或非取代的1价非芳香族缩合多环基团、取代或非取代的1价非芳香族杂缩合多环基团、-N(Q1)(Q2)、-Si(Q3)(Q4)(Q5)以及-B(Q6)(Q7)中选择,R 1 to R 5 and R 9 to R 16 are independently selected from a hydrogen atom, a heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, Hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted Substituted C 2 -C 60 alkynyl, substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycle Alkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -N(Q 1 )(Q 2 ), -Si(Q 3 )(Q 4 )(Q 5 ) and -B(Q 6 )(Q 7 ),
R6至R8相互独立地从C1-C10烷基以及被如下基团中的至少一种取代的C1-C10烷基中选择:重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐,R 6 to R 8 are independently selected from C 1 -C 10 alkyl groups and C 1 -C 10 alkyl groups substituted by at least one of the following groups: heavy hydrogen atom, -F, -Cl, -Br , -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt,
其中,被取代的C1-C60烷基、被取代的C2-C60烯基、被取代的C2-C60炔基、被取代的C1-C60烷氧基、被取代的C3-C10环烷基、被取代的C1-C10杂环烷基、被取代的C3-C10环烯基、被取代的C1-C10杂环烯基、被取代的C6-C60芳基、被取代的C6-C60芳氧基、被取代的C6-C60芳硫基、被取代的C1-C60杂芳基、被取代的C3-C10环亚烷基、被取代的C6-C60亚芳基、被取代的C1-C60杂亚芳基、被取代的1价非芳香族缩合多环基团、被取代的1价非芳香族杂缩合多环基团、被取代的2价非芳香族缩合多环基团、被取代的2价非芳香族杂缩合多环基团的取代基中的至少一个从如下的组中选择:Among them, substituted C 1 -C 60 alkyl, substituted C 2 -C 60 alkenyl, substituted C 2 -C 60 alkynyl, substituted C 1 -C 60 alkoxy, substituted C 3 -C 10 cycloalkyl, substituted C 1 -C 10 heterocycloalkyl, substituted C 3 -C 10 cycloalkenyl, substituted C 1 -C 10 heterocycloalkenyl, substituted C 6 -C 60 aryl, substituted C 6 -C 60 aryloxy, substituted C 6 -C 60 arylthio, substituted C 1 -C 60 heteroaryl, substituted C 3 - C 10 cycloalkylene, substituted C 6 -C 60 arylene, substituted C 1 -C 60 heteroarylene, substituted monovalent non-aromatic condensed polycyclic group, substituted 1 At least one of the substituents of the valent non-aromatic heterocondensed polycyclic group, the substituted divalent non-aromatic condensed polycyclic group, and the substituted divalent non-aromatic heterocondensed polycyclic group is selected from the following group Choose from:
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or Its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q11)(Q12)、-Si(Q13)(Q14)(Q15)以及-B(Q16)(Q17)中的至少一种的C1-C60烷基、C2-C60烯基、C2-C60炔基以及C1-C60烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl , C 6 -C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group C 1 -C 60 alkyl of at least one of -N(Q 11 )(Q 12 ), -Si(Q 13 )(Q 14 )(Q 15 ) and -B(Q 16 )(Q 17 ) , C 2 -C 60 alkenyl, C 2 -C 60 alkynyl and C 1 -C 60 alkoxy;
C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group;
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;以及Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or Its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 -C 10 Heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group; and
-N(Q31)(Q32)、-Si(Q33)(Q34)(Q35)、-B(Q36)(Q37),-N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )(Q 35 ), -B(Q 36 )(Q 37 ),
其中,所述Q1至Q7、Q11至Q17、Q21至Q27、Q31至Q37相互独立地从重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团中选择,Wherein, said Q 1 to Q 7 , Q 11 to Q 17 , Q 21 to Q 27 , Q 31 to Q 37 are independently selected from deuterium atom, -F, -Cl, -Br, -I, hydroxyl, cyano , nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 hetero Cycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, 1-valent non-aromatic condensed polycyclic group, Choose from 1-valent non-aromatic heterocondensed polycyclic groups,
所述Q1a从取代或非取代的C6-C60芳基、取代或非取代的C6-C60芳氧基、取代或非取代的C6-C60芳硫基、取代或非取代的C1-C60杂芳基、取代或非取代的1价非芳香族缩合多环基团、取代或非取代的1价非芳香族杂缩合多环基团中选择,Said Q 1a is selected from substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl groups, substituted or unsubstituted monovalent non-aromatic condensed polycyclic groups, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic groups,
a1与a2相互独立地从0至5的整数中选择,a 1 and a 2 are independently selected from integers from 0 to 5,
a3从0至2的整数中选择,a 3 choose from integers from 0 to 2,
a4、b1至b5、lb1至lb3相互独立地从0至4的整数中选择,当选择性地取a4为2以上时,多个R5能够缩合于相连接的苯环而形成缩合环,a 4 , b 1 to b 5 , and lb 1 to lb 3 are independently selected from the integers of 0 to 4. When a 4 is selected to be 2 or more, multiple R 5 can be condensed on the connected benzene ring to form a condensed ring,
nb1为0或1,nb 1 is 0 or 1,
nb2从0至2的整数中选择,nb 2 chooses from integers from 0 to 2,
当a1至a4中的一个以上为2以上时,R1、R2、R4、R5中2以上的R1、R2、R4或R5相同或不同,When one or more of a 1 to a 4 is 2 or more, R 1 , R 2 , R 4 or R 5 of 2 or more among R 1 , R 2 , R 4 , and R 5 are the same or different,
当b1至b5中的一个以上为2以上时,Ar1、R9至R12中2以上的Ar1或R9至R12相同或不同,When one or more of b 1 to b 5 is 2 or more, among Ar 1 and R 9 to R 12 , Ar 1 or R 9 to R 12 of 2 or more are the same or different,
当lb1至lb3中的一个以上为2以上时,L1至L3中2以上的L1至L3相同或不同,When one or more of lb 1 to lb 3 is 2 or more, L 1 to L 3 of 2 or more among L 1 to L 3 are the same or different,
其中,“*”和“*'”为化学式1中与M之间的键位。Wherein, "*" and "*'" are the bonds between the chemical formula 1 and M.
本发明中作为发光层的掺杂剂而使用所述化学式1表示的有机金属化合物,并对空穴传输区域应用由所述化学式2表示的第一化合物,据此,具有优良的色坐标,而且改善了效率和寿命特性。In the present invention, the organometallic compound represented by the chemical formula 1 is used as a dopant of the light-emitting layer, and the first compound represented by the chemical formula 2 is applied to the hole transport region, thereby having excellent color coordinates, and Improved efficiency and lifetime characteristics.
附图说明Description of drawings
图1为根据一个实现例的有机发光元件的概略剖面图。FIG. 1 is a schematic cross-sectional view of an organic light emitting element according to an implementation example.
具体实施方式detailed description
图1为根据本发明的一个实现例的有机发光元件的概略剖面图。FIG. 1 is a schematic cross-sectional view of an organic light emitting element according to an implementation example of the present invention.
参考图1,有机发光元件10包括:第一电极110、有机层150、第二电极190。Referring to FIG. 1 , the organic light emitting element 10 includes: a first electrode 110 , an organic layer 150 , and a second electrode 190 .
在第一电极110的下部或第二电极190的上部可额外布置基板。所述基板可使用机械强度、热稳定性、透明性、表面平滑性、取用简易性、防水性优良的玻璃基板或透明塑料基板。A substrate may be additionally disposed on a lower portion of the first electrode 110 or an upper portion of the second electrode 190 . As the substrate, glass substrates or transparent plastic substrates with excellent mechanical strength, thermal stability, transparency, surface smoothness, ease of handling, and water resistance can be used.
所述第一电极110例如可利用沉积法或溅射法等而将第一电极用物质提供到基板上部而形成。当所述第一电极110为正极时,为了易于注入空穴,第一电极用物质可从具有高水平功函数的物质中选择。所述第一电极110可以是反射型电极、半透射型电极或透射型电极。作为第一电极用物质可利用既透明又具有优良的导电性的氧化铟锡(ITO)、氧化铟锌(IZO)、二氧化锡(SnO2)、氧化锌(ZnO)等。或者,为了形成作为半透射型电极或反射型电极的第一电极110,可作为第一电极用物质而选择镁(Mg)、铝(Al)、铝-锂(Al-Li)、钙(Ca)、镁-铟(Mg-In)、镁-银(Mg-Ag)中的至少一种。所述第一电极110可具有单层结构,或者具有包含多个层的多层结构。例如,所述第一电极110可具有ITO/Ag/ITO的三层结构,然而并不局限于此。The first electrode 110 can be formed by providing the substance for the first electrode onto the upper portion of the substrate by, for example, deposition or sputtering. When the first electrode 110 is a positive electrode, the substance for the first electrode may be selected from substances having a high level of work function in order to easily inject holes. The first electrode 110 may be a reflective electrode, a semi-transmissive electrode or a transmissive electrode. As the material for the first electrode, indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO 2 ), zinc oxide (ZnO), etc. that are transparent and have excellent conductivity can be used. Alternatively, in order to form the first electrode 110 as a semi-transmissive electrode or a reflective electrode, magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca ), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) at least one. The first electrode 110 may have a single-layer structure, or a multi-layer structure including a plurality of layers. For example, the first electrode 110 may have a three-layer structure of ITO/Ag/ITO, but is not limited thereto.
所述第一电极110上部布置有所述有机层150。所述有机层150包括发光层。所述有机层150还可以包括:夹设于第一电极与发光层之间的空穴传输区域、夹设于所述发光层与第二电极之间的电子传输区域。The organic layer 150 is arranged on the top of the first electrode 110 . The organic layer 150 includes a light emitting layer. The organic layer 150 may further include: a hole transport region interposed between the first electrode and the light emitting layer, and an electron transport region interposed between the light emitting layer and the second electrode.
根据一个实现例的所述发光层包含由如下的化学式1表示的有机金属化合物。The light emitting layer according to an implementation example includes an organometallic compound represented by Chemical Formula 1 below.
<化学式1><chemical formula 1>
M(L1)n1(L2)n2 M(L1) n1 (L2) n2
在所述化学式1中,M可从铱(Ir)、铂(Pt)、锇(Os)、钛(Ti)、锆(Zr)、铪(Hf)、铕(Eu)、铽(Tb)、铥(Tm)以及铑(Rd)中选择。In the chemical formula 1, M can be selected from iridium (Ir), platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), Choose between Thulium (Tm) and Rhodium (Rd).
例如,M可从Os、Ir以及Pt中选择。作为另一例,M可以是Ir。For example, M can be selected from Os, Ir and Pt. As another example, M may be Ir.
L1是由如下的化学式1A表示的配合体。L1 is a ligand represented by the following Chemical Formula 1A.
L2是由如下的化学式1B表示的配合体。L2 is a ligand represented by the following Chemical Formula 1B.
L1与L2可互不相同。L1 and L2 may be different from each other.
n1表示L1的个数,且可以是1或2。当n1为2时,两个L1可以相同或者不同。n1 represents the number of L1, and can be 1 or 2. When n1 is 2, the two L1 may be the same or different.
n2表示L2的个数,且可以是1或2。当n2为2时,两个L2可以相同或者不同。n1+n2=2或者可以是n1+n2=3。例如,可以满足n1+n2=3。n2 represents the number of L2, and can be 1 or 2. When n2 is 2, the two L2 can be the same or different. n1+n2=2 or may be n1+n2=3. For example, n1+n2=3 may be satisfied.
在所述化学式1A中,CY1与CY2可相互独立地从C5-C60环基团和C2-C60杂环基团中选择。CY1与CY2可通过单键相互连接。选择性地,CY1与CY2可通过连接基(linkinggroup)相互连接。In the chemical formula 1A, CY1 and CY2 may be independently selected from a C 5 -C 60 cyclic group and a C 2 -C 60 heterocyclic group. CY1 and CY2 can be connected to each other through a single bond. Optionally, CY1 and CY2 can be connected to each other through a linking group.
Y1至Y4可相互独立地取碳(C)或氮(N)。例如,Y1可以是N,Y2至Y4可以是C,然而并不局限于此。Y1与Y2可通过单键或双键相互连接,Y3与Y4可通过单键或双键相互连接。Y 1 to Y 4 may independently take carbon (C) or nitrogen (N). For example, Y1 may be N, and Y2 to Y4 may be C, but are not limited thereto. Y 1 and Y 2 may be connected to each other through a single bond or a double bond, and Y 3 and Y 4 may be connected to each other through a single bond or a double bond.
具体而言,CY1与CY2可相互独立地选自:苯基、萘基、芴基、螺芴基、吲哚基、茚基、呋喃基、噻吩基、咔唑基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基、吡咯基、咪唑基、吡唑基、噻唑基、异噻唑基、恶唑基、异恶唑基、三唑基、吡啶基、嘧啶基、吡嗪基、哒嗪基、喹啉基、三嗪基、异喹啉基、苯并喹啉基、喹喔啉基、喹唑啉基、萘啶基、苯并咪唑基、苯并恶唑基、异苯并恶唑基、恶二唑基,然而并不局限于此。Specifically, CY 1 and CY 2 can be independently selected from: phenyl, naphthyl, fluorenyl, spirofluorenyl, indolyl, indenyl, furyl, thienyl, carbazolyl, benzofuryl , benzothienyl, dibenzofuryl, dibenzothienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, pyridyl , pyrimidinyl, pyrazinyl, pyridazinyl, quinolinyl, triazinyl, isoquinolinyl, benzoquinolinyl, quinoxalinyl, quinazolinyl, naphthyridinyl, benzimidazolyl, Benzoxazolyl, isobenzoxazolyl, oxadiazolyl, but not limited thereto.
例如,CY1可从吡咯基、咪唑基、三唑基、恶二唑基、吡啶基、嘧啶基、吡嗪基、喹啉基、异喹啉基、三嗪基中选择。For example, CY1 can be selected from pyrrolyl, imidazolyl, triazolyl, oxadiazolyl, pyridyl, pyrimidinyl, pyrazinyl, quinolinyl, isoquinolyl, triazinyl.
例如,CY2可从苯基、萘基、呋喃基、噻吩基、吡啶基、嘧啶基、吡嗪基、三嗪基、芴基、咔唑基、吲哚基、恶二唑基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基中选择。For example, CY can be selected from phenyl, naphthyl, furyl, thienyl, pyridyl, pyrimidinyl, pyrazinyl, triazinyl, fluorenyl, carbazolyl, indolyl, oxadiazolyl, benzo Select from furyl, benzothienyl, dibenzofuryl, dibenzothienyl.
作为另一例,CY1可从吡啶基、异喹啉基、咪唑基、三唑基中选择,CY2可从苯基、呋喃基、噻吩基、吡啶基、嘧啶基、吡嗪基、苯基-咔唑基、吲哚基、恶二唑基、苯并呋喃基、苯并噻吩基、二苯并呋喃基、二苯并噻吩基中选择,然而并不局限于此。As another example, CY1 can be selected from pyridyl, isoquinolyl, imidazolyl, triazolyl, and CY2 can be selected from phenyl, furyl, thienyl, pyridyl, pyrimidinyl, pyrazinyl, phenyl-carba Azolyl, indolyl, oxadiazolyl, benzofuryl, benzothienyl, dibenzofuryl, dibenzothienyl, but not limited thereto.
作为另一例,CY1可从吡啶基、嘧啶基、三嗪基、喹啉基、异喹啉基、恶二唑基、三唑基、咪唑基中选择。As another example, CY 1 can be selected from pyridyl, pyrimidyl, triazinyl, quinolinyl, isoquinolyl, oxadiazolyl, triazolyl, imidazolyl.
CY2可从苯基、吡啶基、嘧啶基、二苯并呋喃基、二苯并噻吩基、噻吩基、苯并噻吩基、呋喃基、苯并呋喃基、吲哚基、咔唑基中选择。CY 2 can be selected from phenyl, pyridyl, pyrimidyl, dibenzofuryl, dibenzothienyl, thienyl, benzothienyl, furyl, benzofuryl, indolyl, carbazolyl .
在所述化学式1A和化学式1B中,R1至R5可相互独立地从氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、取代或非取代的C1-C60烷基、取代或非取代的C2-C60烯基、取代或非取代的C2-C60炔基、取代或非取代的C1-C60烷氧基、取代或非取代的C3-C10环烷基、取代或非取代的C1-C10杂环烷基、取代或非取代的C3-C10环烯基、取代或非取代的C1-C10杂环烯基、取代或非取代的C6-C60芳基、取代或非取代的C6-C60芳氧基、取代或非取代的C6-C60芳硫基、取代或非取代的C1-C60杂芳基、取代或非取代的1价非芳香族缩合多环基团、取代或非取代的1价非芳香族杂缩合多环基团、-N(Q1)(Q2)、-Si(Q3)(Q4)(Q5)以及-B(Q6)(Q7)中选择。In the chemical formula 1A and chemical formula 1B, R 1 to R 5 can be independently selected from a hydrogen atom, a heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenes substituted or unsubstituted C 2 -C 60 alkynyl, substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, Substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non- Aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group, -N(Q 1 )(Q 2 ), -Si(Q 3 )(Q 4 )(Q 5 ) and -B(Q 6 )(Q 7 ).
具体而言,R1至R5可相互独立地选自:Specifically, R 1 to R 5 can be independently selected from:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、苯氧基;Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, Phosphate or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl , tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptyl, inda Provincial, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthacenetetraphenyl, perylenyl, perylenyl, phenoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基中的至少一个的甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基;以及Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salts, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, diphenyl And fluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基中的至少一个的如下物质:苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、苯氧基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, At least one of the following substances: phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacenenyl, acenaphthyl Base, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, base, naphthacenetetraphenyl, perylenyl, perylenyl, phenoxy.
R6至R8可相互独立地选自:R 6 to R 8 can be independently selected from:
C1-C10烷基;以及C 1 -C 10 alkyl; and
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐中的至少一个所取代的C1-C10烷基。Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or C 1 -C 10 alkyl substituted by at least one of its salts.
例如,R6至R8可从甲基、乙基、正丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基中选择,且R6至R8可以相同。For example, R6 to R8 can be selected from methyl, ethyl, n - propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert - butyl, and R6 to R8 can be the same.
其中,被取代的C1-C60烷基、被取代的C2-C60烯基、被取代的C2-C60炔基、被取代的C1-C60烷氧基、被取代的C3-C10环烷基、被取代的C1-C10杂环烷基、被取代的C3-C10环烯基、被取代的C1-C10杂环烯基、被取代的C6-C60芳基、被取代的C6-C60芳氧基、被取代的C6-C60芳硫基、被取代的C1-C60杂芳基、被取代的1价非芳香族缩合多环基团、以及被取代的1价非芳香族杂缩合多环基团的取代基中的至少一个从如下的组中选择:Among them, substituted C 1 -C 60 alkyl, substituted C 2 -C 60 alkenyl, substituted C 2 -C 60 alkynyl, substituted C 1 -C 60 alkoxy, substituted C 3 -C 10 cycloalkyl, substituted C 1 -C 10 heterocycloalkyl, substituted C 3 -C 10 cycloalkenyl, substituted C 1 -C 10 heterocycloalkenyl, substituted C 6 -C 60 aryl, substituted C 6 -C 60 aryloxy, substituted C 6 -C 60 arylthio, substituted C 1 -C 60 heteroaryl, substituted monovalent non At least one of the substituents of the aromatic condensed polycyclic group and the substituted monovalent non-aromatic heterocondensed polycyclic group is selected from the following group:
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or Its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C6 0芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q11)(Q12)、-Si(Q13)(Q14)(Q15)以及-B(Q16)(Q17)中的至少一种的C1-C60烷基、C2-C60烯基、C2-C60炔基以及C1-C60烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl , C 6 -C 6 0 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group C 1 -C 60 alkane of at least one of group, -N(Q 11 )(Q 12 ), -Si(Q 13 )(Q 14 )(Q 15 ) and -B(Q 16 )(Q 17 ) Base, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl and C 1 -C 60 alkoxy;
C3-C10环氧基、C1-C10杂环氧基、C3-C10环烯基、C1-C10杂环烯基、C6-C6 0芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;C 3 -C 10 epoxy, C 1 -C 10 heterocyclyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocyclic alkenyl, C 6 -C 6 0 aryl, C 6 - C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q21)(Q22)、-Si(Q23)(Q24)(Q25)、-B(Q26)(Q27)中的至少一个的C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;以及Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylsulfide group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -N(Q 21 )(Q 22 ), -Si(Q 23 C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 ring of at least one of )(Q 24 )(Q 25 ), -B(Q 26 )(Q 27 ) Alkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1- C 60 heteroaryl, monovalent Non-aromatic condensed polycyclic groups, monovalent non-aromatic heterocondensed polycyclic groups; and
-N(Q31)(Q32)、-Si(Q33)(Q34)(Q35)、-B(Q36)(Q37)。-N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )(Q 35 ), -B(Q 36 )(Q 37 ).
其中,所述Q1至Q7、Q11至Q17、Q21至Q27、Q31至Q37相互独立地从重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团中选择。Wherein, said Q 1 to Q 7 , Q 11 to Q 17 , Q 21 to Q 27 , Q 31 to Q 37 are independently selected from deuterium atom, -F, -Cl, -Br, -I, hydroxyl, cyano , nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 hetero Cycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1 -C 60 heteroaryl, 1-valent non-aromatic condensed polycyclic group, Choose from 1-valent non-aromatic heterocondensed polycyclic groups.
在所述化学式1A和1B中,a1,a2,a3以及a4分别表示R1,R2,R4以及R5的个数。In the chemical formulas 1A and 1B, a 1 , a 2 , a 3 and a 4 respectively represent the numbers of R 1 , R 2 , R 4 and R 5 .
a1与a2相互独立地从0至5的整数中选择。a1 and a2 are independently selected from integers of 0 to 5.
a3从0至2的整数中选择。a 3 is selected from integers from 0 to 2.
a4、b1至b5、lb1至lb3相互独立地从0至4的整数中选择。a 4 , b 1 to b 5 , and lb 1 to lb 3 are independently selected from integers of 0 to 4.
选择性地,当a4为2以上时,多个R5能够缩合于相连接的苯环而形成缩合环。例如,多个R5可缩合于它们所连接的苯环而形成萘基链环。Optionally, when a 4 is 2 or more, multiple R 5 can be condensed on the connected benzene rings to form a condensed ring. For example, multiple R5 can be condensed to the benzene ring to which they are attached to form a naphthyl chain ring.
当a1至a4中一个以上为2以上时,R1、R2、R4以及R5中2以上的R1、R2、R4或R5可以相同或不同。例如,当a1为2时,2个R1可以相同或不同。并且,当a4为2以上时,2个R5可以相同或不同。When one or more of a 1 to a 4 is 2 or more, among R 1 , R 2 , R 4 and R 5 , R 1 , R 2 , R 4 or R 5 of 2 or more may be the same or different. For example, when a 1 is 2, the two R 1 may be the same or different. Also, when a 4 is 2 or more, two R 5 may be the same or different.
“*”和“*'”为化学式1中与M之间的键位。"*" and "*'" are the bonds between the chemical formula 1 and M.
例如,由所述化学式1表示的有机金属化合物可以从如下的化合物PD-1至PD-193中选择,然而并不局限于此。For example, the organometallic compound represented by the Chemical Formula 1 may be selected from the following compounds PD-1 to PD-193, but is not limited thereto.
所述发光层可包括掺杂剂和主剂。所述有机金属化合物可作为掺杂剂包含于所述发光层中。所述有机金属化合物可发出绿色光或红色光。所述发光层可以是绿色发光层或红色发光层。The light emitting layer may include a dopant and a host. The organometallic compound may be included in the light emitting layer as a dopant. The organometallic compound may emit green light or red light. The light emitting layer may be a green light emitting layer or a red light emitting layer.
所述主剂例如可以使用CBP(4,4'-N,N'-二咔唑基-联苯)、CDBP(4,4'-双(9-亚咔唑基)-2,2'-二甲基联苯)、mCP(N,N'-亚二咔唑基-3,5-苯基、N,N'-二咔唑基-3,5-苯基)、TCP(1,3,5-三(咔唑基-9-亚)苯基、1,3,5-Tris(咔唑基-9-yl)苯基)、TCTA(三(4-亚咔唑基-9-亚苯基)胺、三(4-咔唑基-9-ylphenyl)胺)、PVK(聚(n-乙烯基咔唑基)),然而并不局限于此。The main agent, for example, can use CBP (4,4'-N,N'-dicarbazolyl-biphenyl), CDBP (4,4'-bis(9-carbazolylene)-2,2'- Dimethylbiphenyl), mCP(N,N'-dicarbazolylene-3,5-phenyl, N,N'-dicarbazolylene-3,5-phenyl), TCP(1,3 ,5-tris(carbazolyl-9-ylidene)phenylene, 1,3,5-Tris(carbazolyl-9-yl)phenyl), TCTA (tris(4-carbazolylidene-9-ylidene) phenyl)amine, tris(4-carbazolyl-9-ylphenyl)amine), PVK (poly(n-vinylcarbazolyl)), but not limited thereto.
或者,所述主剂可包含由如下的化学式301至化学式303中的一种表示的化合物。Alternatively, the main agent may include a compound represented by one of Chemical Formula 301 to Chemical Formula 303 below.
<化学式301><chemical formula 301>
<化学式302><chemical formula 302>
<化学式303><chemical formula 303>
<化学式303-1><Chemical Formula 303-1>
在所述化学式301至303以及化学式303-1中,Ar301选自:In said chemical formulas 301 to 303 and chemical formula 303-1, Ar 301 is selected from:
萘基(naphthalene)、七烯化合物(heptalene)、芴基(fluorenene)、螺芴基、苯并芴基、二苯并芴基、非那烯(phenalene)、菲基(phenanthrene)、蒽基(anthracene)、荧蒽基(fluoranthene)、三亚苯基(triphenylene)、芘基(pyrene)、基(chrysene)、并四苯基(naphthacene)、苉基(picene)、苝基(perylene)、戊芬基(pentaphene)、茚并蒽基(indenoanthracene);以及Naphthalene, heptalene, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthrene, anthracenyl ( anthracene), fluoranthene (fluoranthene), triphenylene (triphenylene), pyrene (pyrene), Chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐,C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C6 0芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团以及-Si(Q301)(Q302)(Q303)(所述Q301至Q303相互独立地选自氢原子、C1-C60烷基、C2-C60烯基、C6-C60芳基、C1-C60杂芳基)中选择的至少一个的萘基、七烯化合物、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三亚苯基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 aryl Thio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group and -Si(Q 301 )(Q 302 )(Q 303 )( The Q 301 to Q 303 are independently selected from hydrogen atom, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 6 -C 60 aryl, C 1 -C 60 heteroaryl) At least one of naphthyl, heptacene, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl , base, naphthacene, perylenyl, perylenyl, penfenyl, indenanthracenyl.
其中,A301至A304相互独立地从苯基、萘基、吡啶基、嘧啶基、吡嗪基、喹啉基、异喹啉基、2,6-萘啶基(naphthyridine)、1,8-萘啶基、1,5-萘啶基、1,6-萘啶基、1,7-萘啶基、2,7-萘啶基、喹喔啉基、酞嗪、喹唑啉基中选择。Wherein, A 301 to A 304 are independently from phenyl, naphthyl, pyridyl, pyrimidyl, pyrazinyl, quinolinyl, isoquinolyl, 2,6-naphthyridine (naphthyridine), 1,8 -Naphthyridinyl, 1,5-naphthyridinyl, 1,6-naphthyridinyl, 1,7-naphthyridinyl, 2,7-naphthyridinyl, quinoxalinyl, phthalazine, quinazolinyl choose.
A305从苯基和萘基中选择。A 305 is selected from phenyl and naphthyl.
A306由化学式303-1表示。A 306 is represented by Chemical Formula 303-1.
X301从N-[(L302)la2-(R302)ma2]、氧原子(O)、硫原子(S)、C(R307)(R308)、Si(R307)(R308)、B(R307)、P(R307)以及P(=O)(R307)中选择。X 301 from N-[(L 302 ) la2 -(R 302 ) ma2 ], oxygen atom (O), sulfur atom (S), C(R 307 )(R 308 ), Si(R 307 )(R 308 ) , B(R 307 ), P(R 307 ), and P(=O)(R 307 ).
L301至L303相互独立地遵循本说明书中对L201进行说明的内容。L 301 to L 303 independently follow the content described for L 201 in this specification.
R301与R302相互独立地选自:R 301 and R 302 are independently selected from:
C1-C20烷基、C1-C20烷氧基;C 1 -C 20 alkyl, C 1 -C 20 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的C1-C20烷基以及C1-C20烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid Base or its salt, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one C 1 -C 20 alkyl and C 1 -C 20 alkoxy selected from the azinyl group;
苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、咔唑基、亚三嗪基;以及Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, triazine base; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one of phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl.
其中,R303至R308相互独立地遵循本说明书中对Q201进行说明的内容。Wherein, R 303 to R 308 independently follow the description of Q 201 in this specification.
la1至la3相互独立地从0、1、2以及3中选择。la1 to la3 are selected from 0, 1, 2 and 3 independently of each other.
ma1至ma6相互独立地从1、2、3、4、5以及6中选择。ma1 to ma6 are selected from 1, 2, 3, 4, 5 and 6 independently of each other.
na1从1、2、3以及4中选择。na1 chooses from 1, 2, 3 and 4.
例如,在所述化学式301中,L301至L303相互独立地选自:For example, in the chemical formula 301, L 301 to L 303 are independently selected from:
亚苯基、亚萘基、芴基、螺芴基、苯并亚芴基、二苯并亚芴基、亚菲基、亚蒽基、亚芘基、亚基;以及Phenylene, naphthylene, fluorenyl, spirofluorenyl, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracene, pyrenylene, pyrene base; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基中选择的至少一个的亚苯基、亚萘基、芴基、螺芴基、苯并亚芴基、二苯并亚芴基、亚菲基、亚蒽基、亚芘基、亚基,Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, phenylene, naphthylene, fluorenyl, spirofluorenyl, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracenylene, pyrenylene, base,
其中,R301与R302相互独立地选自:Wherein, R 301 and R 302 are independently selected from:
C1-C20烷基、C1-C20烷氧基;C 1 -C 20 alkyl, C 1 -C 20 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基中选择的至少一个的C1-C20烷基以及C1-C20烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid Base or its salt, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, C 1 -C 20 alkyl and C 1 -C 20 alkoxy selected from at least one group;
烷基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基;以及Alkyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, base; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基中选择的至少一个的苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基。然而,并不局限于此。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, base. However, it is not limited to this.
例如,所述主剂可包含由如下的化学式301B、301C、302A、303A、303B、303C、303D、303E、303F、303G、303H、303I以及303J中的一个表示的化合物。For example, the main agent may include a compound represented by one of the following chemical formulas 301B, 301C, 302A, 303A, 303B, 303C, 303D, 303E, 303F, 303G, 303H, 303I, and 303J.
<化学式301B><chemical formula 301B>
<化学式301C><chemical formula 301C>
<化学式302A><chemical formula 302A>
关于所述化学式301B、301C、302A、303A、303B、303C、303D、303E、303F、303G、303H、303I以及303J中的取代基的说明参见本说明书所记载的内容。For the description of the substituents in the chemical formulas 301B, 301C, 302A, 303A, 303B, 303C, 303D, 303E, 303F, 303G, 303H, 303I and 303J, please refer to the content recorded in this specification.
所述化学式301至303中的一个所表示的化合物可从如下的化合物H43至H129中选择,然而并不局限于此。The compound represented by one of the Chemical Formulas 301 to 303 may be selected from the following compounds H43 to H129, but is not limited thereto.
在所述发光层中,掺杂剂的含量例如可在相对于100重量份左右的主剂大约包含0.01至15重量份的范围内选择,然而并不局限于此。In the light-emitting layer, the content of the dopant can be selected within a range of, for example, about 0.01 to 15 parts by weight relative to about 100 parts by weight of the main agent, but is not limited thereto.
所述发光层的厚度例如可以是至左右,或者约为至当所述发光层的厚度满足前述范围时,在没有实质性的驱动电压上升的情况下可以表现出优良的发光特性。The thickness of the light-emitting layer can be, for example, to around, or about to When the thickness of the light-emitting layer satisfies the aforementioned range, excellent light-emitting characteristics can be exhibited without a substantial increase in driving voltage.
当所述有机发光元件为全彩有机发光元件时,发光层可被图案化为红色发光层、绿色发光层以及蓝色发光层。或者,所述发光层可具有红色发光层、绿色发光层和/或蓝色发光层重叠而成的结构,据此可以发出白色光,其可以实现此类的多样的变形例。When the organic light-emitting element is a full-color organic light-emitting element, the light-emitting layer can be patterned into a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer. Alternatively, the light-emitting layer may have a structure in which a red light-emitting layer, a green light-emitting layer, and/or a blue light-emitting layer are stacked, whereby white light can be emitted, and various modifications of this type can be realized.
所述空穴传输区域可包含由如下的化学式2表示的第一化合物。The hole transport region may include a first compound represented by Chemical Formula 2 below.
<化学式2><chemical formula 2>
<化学式2-1><Chemical formula 2-1>
在所述化学式2中,In the chemical formula 2,
CY3至CY6相互独立地从C5-C40环基团、C2-C40杂环基团以及所述化学式2-1所示的组中选择。CY 3 to CY 6 are independently selected from a C 5 -C 40 cyclic group, a C 2 -C 40 heterocyclic group, and the group shown in Chemical Formula 2-1.
在所述化学式2-1中,A1与A2相互独立地从C5-C20环基团以及C2-C20杂环基团中选择。In the chemical formula 2-1, A 1 and A 2 are independently selected from C 5 -C 20 cyclic groups and C 2 -C 20 heterocyclic groups.
X1从N-(L3)lb3-Ar2、氧原子(O)、硫原子(S)、C(R13)(R14)、Si(R15)(R16)中选择。X 1 is selected from N-(L 3 ) lb3 -Ar 2 , oxygen atom (O), sulfur atom (S), C(R 13 )(R 14 ), and Si(R 15 )(R 16 ).
L1至L3相互独立地从取代或非取代的C3-C10环亚烷基、取代或非取代的C6-C60亚芳基、取代或非取代的C1-C60杂亚芳基、-N(Q1a)-、取代或非取代的2价非芳香族缩合多环基团、取代或非取代的2价非芳香族杂缩合多环基团中选择。L 1 to L 3 are independently substituted or unsubstituted C 3 -C 10 cycloalkylene, substituted or unsubstituted C 6 -C 60 arylene, substituted or unsubstituted C 1 -C 60 heteroalkylene An aryl group, -N(Q 1a )-, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group are selected.
Ar1与Ar2可以是相互独立的取代或非取代的C6-C60芳基、或者取代或非取代的C1-C60杂芳基。Ar 1 and Ar 2 may be independently substituted or unsubstituted C 6 -C 60 aryl groups, or substituted or unsubstituted C 1 -C 60 heteroaryl groups.
R9至R16可相互独立地从氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、取代或非取代的C1-C60烷基、取代或非取代的C2-C60烯基、取代或非取代的C2-C60炔基、取代或非取代的C1-C60烷氧基、取代或非取代的C3-C10环烷基、取代或非取代的C1-C10杂环烷基、取代或非取代的C3-C10环烯基、取代或非取代的C1-C10杂环烯基、取代或非取代的C6-C60芳基、取代或非取代的C6-C60芳氧基、取代或非取代的C6-C60芳硫基、取代或非取代的C1-C60杂芳基、取代或非取代的1价非芳香族缩合多环基团、取代或非取代的1价非芳香族杂缩合多环基团、-N(Q1)(Q2)、-Si(Q3)(Q4)(Q5)以及-B(Q6)(Q7)中选择。R 9 to R 16 can be independently selected from a hydrogen atom, a heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or Its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted C 2 - C 60 alkynyl, substituted or unsubstituted C 1 -C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or Unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 Aryloxy group, substituted or unsubstituted C 6 -C 60 arylthio group, substituted or unsubstituted C 1 -C 60 heteroaryl group, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or Unsubstituted monovalent non-aromatic heterocondensed polycyclic groups, -N(Q 1 )(Q 2 ), -Si(Q 3 )(Q 4 )(Q 5 ), and -B(Q 6 )(Q 7 ) to choose from.
关于被取代的C1-C60烷基、被取代的C2-C60烯基、被取代的C2-C60炔基、被取代的C1-C60烷氧基、被取代的C3-C10环烷基、被取代的C1-C10杂环烷基、被取代的C3-C10环烯基、被取代的C1-C10杂环烯基、被取代的C6-C60芳基、被取代的C6-C60芳氧基、被取代的C6-C60芳硫基、被取代的C1-C60杂芳基、被取代的C3-C10杂亚烷基、被取代的C6-C60亚芳基、被取代的C1-C60杂亚芳基、被取代的1价及2价非芳香族缩合多环基团、被取代的1价及2价非芳香族杂缩合多环基团的取代基的说明、关于所述Q1至Q7、Q11至Q17、Q21至Q27以及Q31至Q37的说明参见前面的与R1至R5相关的记载内容。Regarding substituted C 1 -C 60 alkyl, substituted C 2 -C 60 alkenyl, substituted C 2 -C 60 alkynyl, substituted C 1 -C 60 alkoxy, substituted C 3 -C 10 cycloalkyl, substituted C 1 -C 10 heterocycloalkyl, substituted C 3 -C 10 cycloalkenyl, substituted C 1 -C 10 heterocycloalkenyl, substituted C 6 -C 60 aryl, substituted C 6 -C 60 aryloxy, substituted C 6 -C 60 arylthio, substituted C 1 -C 60 heteroaryl, substituted C 3 -C 10 heteroalkylene groups, substituted C 6 -C 60 arylene groups, substituted C 1 -C 60 heteroarylene groups, substituted 1-valent and 2-valent non-aromatic condensed polycyclic groups, substituted For the description of the substituents of the 1-valent and 2-valent non-aromatic heterocondensed polycyclic groups, for the description of Q 1 to Q 7 , Q 11 to Q 17 , Q 21 to Q 27 and Q 31 to Q 37 , see The previous descriptions related to R 1 to R 5 .
所述Q1a可从取代或非取代的C6-C60芳基、取代或非取代的C6-C60芳氧基、取代或非取代的C6-C60芳硫基、取代或非取代的C1-C60杂芳基、取代或非取代的1价非芳香族缩合多环基团、取代或非取代的1价非芳香族杂缩合多环基团中选择。The Q 1a can be substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted A substituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group are selected.
b1至b5、lb1至lb3相互独立地从0至4的整数中选择。b 1 to b 5 and lb 1 to lb 3 are independently selected from integers of 0 to 4.
nb1为0或1。nb 1 is 0 or 1.
nb2可从0至2的整数中选择。nb 2 can be selected from integers of 0 to 2.
b1至b5分别表示Ar1,R9至R12的个数,lb1至lb3分别表示L1至L3的个数。b 1 to b 5 represent the numbers of Ar 1 and R 9 to R 12 respectively, and lb 1 to lb 3 represent the numbers of L 1 to L 3 respectively.
当b1为2以上时,2以上的Ar1可相同或不同,并可连接于相同的L1。When b 1 is 2 or more, Ar 1 of 2 or more may be the same or different, and may be connected to the same L 1 .
当lb1至lb3为2以上时,L1至L3中2以上的L1至L3可以相同或不同。例如,当lb1为0时,L1可以是单键。例如,当lb1为3时,相互连接的3个L1可以相同或者不同。When lb 1 to lb 3 are 2 or more, L 1 to L 3 that are 2 or more among L 1 to L 3 may be the same or different. For example, when lb 1 is 0, L 1 can be a single bond. For example, when lb 1 is 3, the three connected L 1 may be the same or different.
当b1至b5中的一个以上为2以上时,R9至R12中2以上的R9至R12可以相同或不同。例如,当b3为2时,2个R10可相同或不同。When one or more of b 1 to b 5 is 2 or more, R 9 to R 12 that are 2 or more among R 9 to R 12 may be the same or different. For example, when b 3 is 2, two R 10 may be the same or different.
在所述化学式2中,以虚线表示的P部分可由如下的化学式P1至P26中的一个表示。并且,以虚线表示的Q部分可由如下的化学式P1至P26、Q1至Q13中的一个表示。In said chemical formula 2, the P moiety represented by the dotted line It may be represented by one of the following chemical formulas P1 to P26. And, the Q part indicated by the dashed line It may be represented by one of the following chemical formulas P1 to P26, Q1 to Q13.
在上述化学式中,Z11至Z14相互独立地从氢原子、C1-C10烷基以及C6-C20芳基中选择。In the above chemical formula, Z 11 to Z 14 are independently selected from hydrogen atoms, C 1 -C 10 alkyl groups, and C 6 -C 20 aryl groups.
“*”为L1、L3或取代基的键位。"*" is L 1 , L 3 or a bond position of a substituent.
具体而言,在所述化学式2中,Ar1与Ar2相互独立地选自:Specifically, in the chemical formula 2, Ar 1 and Ar 2 are independently selected from:
苯基(phenyl)、环戊二烯基(pentalenyl)、茚基(indenyl)、萘基(naphthyl)、甘菊环基(azulenyl)、庚搭烯基(heptalenyl)、引达省基(indacenyl)、苊基(acenaphthyl)、芴基(fluorenyl)、螺芴基、苯并芴基、二苯并芴基、非那烯基(phenalenyl)、菲基(phenanthrenyl)、蒽基(anthryl)、荧蒽基(fluoranthenyl)、三苝基(triphenylenyl)、芘基(pyrenyl)、基(chrysenyl)、萘并四苯基(naphthacenyl)、苉基(picenyl)、苝基(perylenyl)、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基;以及Phenyl, pentalenyl, indenyl, naphthyl, azulenyl, heptalenyl, indacenyl, acenaphthyl Acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthryl, fluoranthene ( fluoranthenyl), triphenylenyl (triphenylenyl), pyrenyl (pyrenyl), Chrysenyl, naphthacenyl, picenyl, perylenyl, pyrrolene, thienyl, furyl, imidazolyl, pyrazolylene, thiazolyl , isothiazolylene, oxazolylene, isoxazolylene, pyridyl, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene , isofuryl, quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthalenediyl, quinoxalinyl, quinazolinyl, lininyl, Carbazolyl, phenanthrene, acridinyl, phenanthroline, phenazinyl, benzofluorenyl, benzimidazole, benzofurylidene, benzothiophenylene, benzoylidene Thiazolyl, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuran Dibenzothienylene, benzocarbazolylene, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基、-N(Q21)(Q22)、-Si(Q23)(Q24)(Q25)中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, -N(Q 21 )(Q 22 ), -Si(Q 23 )(Q 24 )( Q 25 ) at least one of the following substances:
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl.
所述Q21至Q25可相互独立地从如下组中选择:氢原子、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基;以及C1-C20烷基、C1-C20烷氧基、苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基中的任意一种所取代的苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基。The Q 21 to Q 25 can be independently selected from the following group: hydrogen atom, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, naphthyl, anthracenyl, Pyrenyl, phenanthrenyl, triperylenyl, fluorenyl; and C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, naphthyl, anthracenyl, pyrenyl, phenanthryl, Phenyl, biphenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl substituted by any one of triperylenyl and fluorenyl.
L1至L3可相互独立地选自:L 1 to L 3 can be independently selected from:
直接型键、亚苯基(phenylene)、亚环戊二烯基(pentalenylene)、亚茚基(indenylene)、萘基(naphthylenylene)、亚甘菊环烯基(azulenylene)、亚庚搭烯基(heptalenylene)、亚引达省基(indacenylene)、苊烯基(acenaphthylenylene)、亚芴基(fluorenylene)、螺亚芴基、苯并亚芴基、二苯并亚芴基、亚非那烯基(phenalenylene)、亚菲基(phenanthrenylene)、亚蒽基(anthracenylene)、亚荧蒽基(fluoranthenylene)、亚三苝基(triphenylenylene)、亚芘基(pyrenylene)、亚基(chrysenylene)、亚萘并四苯基(naphthacenylene)、亚苉基(picenylene)、亚苝基(perylenylene)、亚吡咯基(pyrrolylene)、亚噻吩基(thienylene)、亚呋喃基(furylene)、亚咪唑基(imidazolylene)、亚吡唑基(pyrazolylene)、亚噻唑基(thiazolylene)、异亚噻唑基(isothiazolylene)、亚恶唑基(oxazolylene)、异亚恶唑基(isooxazolylene)、亚吡啶基(pyridylene)、亚吡嗪基(pyrazinylene)、亚嘧啶基(pyrimidinylene)、亚哒嗪基(pyridazinylene)、异亚吲哚基(isoindolylene)、亚吲哚基(indolylene)、亚吲唑基(indazolylene)、异亚呋喃基(purinylene)、亚喹啉基(quinolylene)、异亚喹啉基(isoquinolylene)、苯并亚喹啉基(benzoquinolylene)、亚酞嗪基(phthalazinylene)、萘二基(naphthyridinylene)、亚喹喔啉基(quinoxalinylene)、亚喹唑啉基(quinazolinylene)、亚啉基(cinnolinylene)、亚咔唑基(carbazolylene)、亚菲二基(phenanthridinylene)、亚吖啶基(acridinylene)、亚菲咯啉基(phenanthrolinylene)、吩嗪基(phenazinylene)、苯并亚咪唑基(benzimidazolylene)、苯并亚呋喃基(benzofuranylene)、苯并亚噻吩基(benzothiophenylene)、苯并亚噻唑基(benzothiazolylene)、苯并亚恶唑基(benzoxazolylene)、异苯并亚恶唑基(isobenzoxazolylene)、亚三唑基(triazolylene)、四亚唑基(tetrazolylene)、亚恶二唑基(oxadiazolylene)、亚三嗪基(triazinylene)、二苯并亚呋喃基(dibenzofuranylene)、二苯并亚噻吩基(dibenzothiophenylene)、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并亚吡啶基、咪唑并亚嘧啶基、亚环己基;以及Direct bond, phenylene, pentalenylene, indenylene, naphthylene, azulenylene, heptalenylene , Indacene, acenaphthylene, fluorenylene, spirofluorenylene, benzofluorenylene, dibenzofluorenylene, phenalenylene , phenanthrenylene, anthracenylene, fluoranthenylene, triphenylene, pyrenylene, pyrenylene Chrysenylene, naphthacene, picenylene, perylene, pyrrolene, thienylene, furylene, Imidazolylene, pyrazolylene, thiazolylene, isothiazolylene, oxazolylene, isooxazolylene, pyridinyl (pyridylene), pyrazinyl (pyrazinylene), pyrimidinyl (pyrimidinylene), pyridazinyl (pyridazinylene), isoindolyl (isoindolene), indolyl (indolylene), indazolylene ), isofuryl (purinylene), subquinolyl (quinolylene), isoquinolylene (isoquinolylene), benzoquinolylene (benzoquinolylene), subphthalazinyl (phthalazinylene), naphthalene diyl (naphthyridinylene) ), quinoxalinylene, quinazolinylene, cinnolinylene, carbazolylene, phenanthridinylene, acridinylene , phenanthrolinyl (phenanthrolinylene), phenazinyl (phenazinylene), benzimidazolylene (benzimidazolylene), benzofuranyl (benzofuranylene), benzothiophenylene (benzothiophenylene), benzothiazolyl ( benzothiazolylene), benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolylene, oxadiazolylene, Triazinyl (triazinylene), dibenzofuranylene (dibenzofuranylene), dibenzothiophenylene (dibenzothiophenylene), benzocarbazolylene, dibenzocarbazolylene, thiadiazolyl, imidazo Subpyridine pyridyl, imidazopyrimidinyl, cyclohexylene; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐,C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苯基苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid radical or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, cyclopentadiene Base, indenyl, naphthyl, azulenyl, heptalenyl, indacenenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, Anthracenyl, fluoranthenyl, triphenylperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo At least one of the following substances selected from carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, and imidazopyrimidinyl:
亚苯基、亚环戊二烯基、亚茚基、萘基、亚甘菊环烯基、亚庚搭烯基、亚引达省基、苊烯基、芴基、螺芴基、苯并亚芴基、二苯并亚芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚三苝基、亚芘基、亚基、亚萘并四苯基、亚苉基、亚苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并亚吡啶基、咪唑并亚嘧啶基、亚环己基。Phenylene, cyclopentadienylene, indenylene, naphthyl, azulenylene, heptenylene, indacene, acenaphthenyl, fluorenyl, spirofluorenyl, benzofluorene Base, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracene, fluoranthene, triperylene, pyrenylene, pyrene Base, naphthylenetetraphenylene, perylene, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazole Base, isoxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolyl, isofuryl, quinoline Base, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthalenediyl, quinoxalinyl, quinazolinyl, linyl, carbazolyl, phenanthrenediyl, Acridylene, phenanthroline, phenazinyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzoxylidene Oxazolyl, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuryl, dibenzothienyl, benzocarbazolylene, dibenzothylene Carbazolyl, thiadiazolylidene, imidazopyridinylene, imidazopyrimidinylene, cyclohexylene.
R9至R16可相互独立地选自:R 9 to R 16 can be independently selected from:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基、-N(Q11)(Q12);以及Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, Phosphate or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl , tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptyl, inda Provincial, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl, -N(Q 11 )(Q 12 ); and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基、-N(Q31)(Q32)中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo At least one of the following substances of carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, and -N(Q 31 )(Q 32 ):
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl.
其中,所述Q1、Q2、Q31、Q32相互独立地从如下的组中选择:氢原子、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基;以及Wherein, said Q 1 , Q 2 , Q 31 , and Q 32 are independently selected from the following group: hydrogen atom, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl yl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl; and
C1-C20烷基、C1-C20烷氧基、苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基中的任意一种所取代的苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基。C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl substituted by any one Phenyl, biphenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl.
更具体地说,Ar1与Ar2可相互独立地从由如下的化学式4A至4K表示的组中选择。More specifically, Ar 1 and Ar 2 may be independently selected from the group represented by the following Chemical Formulas 4A to 4K.
L1至L3可相互独立地从-N(Q1a)-以及如下的化学式5A至5G所表示的组中选择。L 1 to L 3 may be independently selected from the group represented by -N(Q 1a )- and the following Chemical Formulas 5A to 5G.
R9至R16可相互独立地从由如下的化学式6A和6B表示的组中选择。R 9 to R 16 may be independently selected from the group represented by the following Chemical Formulas 6A and 6B.
在所述化学式4A至4K、化学式5A至5G、化学式6A至6B中,Q1a选自:In said chemical formulas 4A to 4K, chemical formulas 5A to 5G, and chemical formulas 6A to 6B, Q 1a is selected from:
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基;以及Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基、-N(Q31)(Q32)、-Si(Q33)(Q34)(Q35)中选择的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, -N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )( At least one of the following substances selected in Q 35 ):
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group group, phenanthroline group, phenazine group, benzofluorenyl group, benzimidazole group, benzofurylidene group, benzothienylene group, benzothiazolyl group, benzoxazolylene group, isosubstance Oxazolyl, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzocarbazole Base, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl.
其中,Z21至Z25、Z31至Z34以及Z41相互独立地选自:Wherein, Z 21 to Z 25 , Z 31 to Z 34 and Z 41 are independently selected from:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基、-N(Q31)(Q32)、-Si(Q33)(Q34)(Q35);以及Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, Phosphate or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl , tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptyl, inda Provincial, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, -N(Q 31 )(Q 32 ), -Si(Q 33 )(Q 34 )( Q 35 ); and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基、-N(Q21)(Q22)、-Si(Q23)(Q24)(Q25)中选择的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl, -N(Q 21 )(Q 22 ), -Si(Q 23 )(Q 24 )( At least one of the following substances selected in Q 25 ):
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl.
其中,所述Q31至Q35、Q21至Q25相互独立地从如下的组中选择:氢原子、C1-C20烷基、C1-C20烷氧基、苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基;以及C1-C20烷基、C1-C20烷氧基、苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基中的任意一种所取代的苯基、联苯基、萘基、蒽基、芘基、菲基、三苝基、芴基。Wherein, said Q 31 to Q 35 , Q 21 to Q 25 are independently selected from the following group: hydrogen atom, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl yl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl; and C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, biphenyl, naphthyl, anthracene Phenyl, biphenyl, naphthyl, anthracenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl substituted by any one of phenyl, pyrenyl, phenanthrenyl, triperylenyl, fluorenyl.
选择性地,使化学式4H中的多个Z21或Z22相互连接而缩合于芴基。Optionally, a plurality of Z 21 or Z 22 in the chemical formula 4H are connected to each other to condense into a fluorenyl group.
在所述化学式4A至4K、化学式5A至5G、化学式6A至6B中,In the chemical formulas 4A to 4K, chemical formulas 5A to 5G, and chemical formulas 6A to 6B,
p1、q1与r1相互独立地取0至5的整数。p1, q1, and r1 independently take integers from 0 to 5.
p2、q2与r2相互独立地取0至7的整数。p2, q2, and r2 independently take integers from 0 to 7.
p3为0至9的整数。p3 is an integer of 0 to 9.
p4为0至4的整数。p4 is an integer of 0 to 4.
p5与q4可相互独立地取0至3的整数,p3可以是0至5的整数。p5 and q4 may independently take an integer of 0 to 3, and p3 may be an integer of 0 to 5.
“*”为键位。"*" is the key position.
在所述化学式2中,Ar1与Ar2例如可相互独立地从由如下的化学式7A至7BK表示的组中选择。In the chemical formula 2, Ar 1 and Ar 2 may be independently selected from the group represented by the following chemical formulas 7A to 7BK, for example.
其中,L1至L3可相互独立地从如下的化学式8A至8Q所表示的组中选择。Wherein, L 1 to L 3 may be independently selected from the group represented by the following chemical formulas 8A to 8Q.
其中,R9至R16可相互独立地从由如下的化学式9A至9C表示的组中选择。Wherein, R 9 to R 16 may be independently selected from the group represented by the following Chemical Formulas 9A to 9C.
例如,所述第一化合物可从如下的化合物HTa-1至HTa-698中选择,然而并不局限于此。For example, the first compound may be selected from the following compounds HTa-1 to HTa-698, but is not limited thereto.
所述空穴传输区域包括发光辅助层,所述发光辅助层可包含所述第一化合物。所述发光层与所述发光辅助层可相互邻接。The hole transport region includes a light emission assisting layer, and the light emission assisting layer may contain the first compound. The light emitting layer and the light emitting auxiliary layer may be adjacent to each other.
所述发光辅助层的厚度可以是至左右。例如,当位于所述发光辅助层上的发光层发出绿色光时,所述发光辅助层的厚度可以是至左右。作为另一例,当位于所述发光辅助层上的发光层发出红色光时,所述发光辅助层的厚度可以是至左右。The thickness of the luminescence auxiliary layer can be to about. For example, when the light-emitting layer on the light-emitting auxiliary layer emits green light, the thickness of the light-emitting auxiliary layer may be to about. As another example, when the light-emitting layer on the light-emitting auxiliary layer emits red light, the thickness of the light-emitting auxiliary layer may be to about.
当所述发光辅助层的厚度满足前述范围时,即使没有实质性的驱动电压上升也能够获得满意的水平的空穴传输特性。当所述辅助层的厚度满足前述范围时,可提供改善的效率。当所述辅助层的厚度满足前述范围时,可以改善滚降(roll-off)现象。When the thickness of the luminescence-assisting layer satisfies the aforementioned range, a satisfactory level of hole transport characteristics can be obtained even without a substantial increase in driving voltage. When the thickness of the auxiliary layer satisfies the foregoing range, improved efficiency may be provided. When the thickness of the auxiliary layer satisfies the foregoing range, a roll-off phenomenon may be improved.
所述空穴传输区域包括发光辅助层,此外还可以包括空穴注入层(HIL)、空穴传输层(HTL)以及电子阻挡层(EBL)中的至少一个。The hole transport region includes a luminescence auxiliary layer, and may further include at least one of a hole injection layer (HIL), a hole transport layer (HTL) and an electron blocking layer (EBL).
空穴注入层(HIL)可形成于所述第一电极110上。A hole injection layer (HIL) may be formed on the first electrode 110 .
空穴传输层(HTL)可形成于所述第一电极110或空穴注入层(HIL)上。A hole transport layer (HTL) may be formed on the first electrode 110 or a hole injection layer (HIL).
使用于空穴注入层(HIL)或空穴传输层(HTL)等空穴传输区域中的空穴传输性物质例如可以包括如下物质中的至少一种:酞菁铜等酞菁化合物、DNTPD(N,N'-二苯基-N,N'-bis-[4-(苯基-m-甲苯基-氨基)-苯基]-联苯基-4,4'-二胺、N,N'-二苯基-N,N'-bis-[4-(苯基-m-甲苯基-氨基)-苯基]-联苯基-4,4'-二胺、m-MTDATA(4,4',4”-三(3-甲基苯基氨基)三亚苯基、4,4',4”-三(3-甲基苯基)三苯胺、TDATA、2-TNATA、PANI/DBSA(聚苯胺/十二烷基苯磺酸)、聚苯胺/十二烷基苯磺酸、PEDOT/PSS(聚(3,4-乙烯二氧噻吩)/聚(4-苯乙烯)、聚(3,4-亚甲二氧基噻吩基)/聚(4-苯乙烯磺酸钠))、PANI/CSA(聚苯胺/樟脑磺酸)和PANI/PSS(聚苯胺)/聚(4-苯乙烯)、聚苯胺/聚(4-苯乙烯磺酸钠)、N-苯基咔唑基、聚烯基咔唑基等咔唑基衍生物、TPD(N,N'-bis(3-甲基苯基)-N,N'-二苯基-[1,1-联苯基]-4,4'-二胺)、HMTPD(N、N,N',N'-四-(3-甲基苯基)-3,3'-二甲基联苯胺)、Spiro-TPD、TCTA(4,4',4"-三(N-亚咔唑基)三苯基胺(4,4',4"-三(N-咔唑)三苯胺))、NPB(N,N'-二(1-萘基)-N,N'-二苯基联苯胺(N,N'-二(1-萘基)-N,N'-二苯基联苯胺))、β-NPB、α-NPD、TAPC(二-[4-(N,N-二甲苯基-氨基)-苯基环已烷)、由如下的化学式201表示的化合物、以及由如下的化学式202表示的化合物。The hole-transporting material used in the hole-transporting region such as the hole-injection layer (HIL) or the hole-transporting layer (HTL) can include at least one of the following materials, for example: phthalocyanine compounds such as copper phthalocyanine, DNTPD ( N,N'-diphenyl-N,N'-bis-[4-(phenyl-m-tolyl-amino)-phenyl]-biphenyl-4,4'-diamine, N,N '-Diphenyl-N,N'-bis-[4-(phenyl-m-tolyl-amino)-phenyl]-biphenyl-4,4'-diamine, m-MTDATA(4, 4',4"-tris(3-methylphenylamino)triphenylene, 4,4',4"-tris(3-methylphenyl)triphenylamine, TDATA, 2-TNATA, PANI/DBSA( polyaniline/dodecylbenzenesulfonic acid), polyaniline/dodecylbenzenesulfonic acid, PEDOT/PSS (poly(3,4-ethylenedioxythiophene)/poly(4-styrene), poly(3 ,4-methylenedioxythienyl)/poly(4-styrene sulfonate sodium)), PANI/CSA (polyaniline/camphorsulfonic acid) and PANI/PSS (polyaniline)/poly(4-styrene ), polyaniline/poly(sodium 4-styrenesulfonate), N-phenylcarbazolyl, polyalkenylcarbazolyl and other carbazolyl derivatives, TPD(N,N'-bis(3-methyl phenyl)-N,N'-diphenyl-[1,1-biphenyl]-4,4'-diamine), HMTPD(N,N,N',N'-tetrakis-(3-methyl phenyl)-3,3'-dimethylbenzidine), Spiro-TPD, TCTA (4,4',4"-tris(N-carbazolylene)triphenylamine (4,4', 4"-tris(N-carbazole)triphenylamine)), NPB(N,N'-bis(1-naphthyl)-N,N'-diphenylbenzidine (N,N'-bis(1- Naphthyl)-N,N'-diphenylbenzidine)), β-NPB, α-NPD, TAPC (di-[4-(N,N-xylyl-amino)-phenylcyclohexane) , a compound represented by the following Chemical Formula 201, and a compound represented by the following Chemical Formula 202.
<化学式201><chemical formula 201>
<化学式202><chemical formula 202>
在所述化学式201和202中,In said chemical formulas 201 and 202,
L201至L205相互独立地选自取代或非取代的C3-C10环烯基、取代或非取代的C1-C10杂环烯基、取代或非取代的C3-C10环亚烯基、取代或非取代的C1-C10杂环亚烯基、取代或非取代的C6-C60亚芳基、取代或非取代的C1-C60杂亚芳基、取代或非取代的2价非芳香族缩合多环基团、取代或非取代的2价非芳香族杂缩合多环基团。L 201 to L 205 are independently selected from substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 3 -C 10 ring Alkenylene, substituted or unsubstituted C 1 -C 10 heterocyclic alkenylene, substituted or unsubstituted C 6 -C 60 arylene, substituted or unsubstituted C 1 -C 60 heteroarylene, substituted Or an unsubstituted divalent non-aromatic condensed polycyclic group, a substituted or unsubstituted divalent non-aromatic heterocondensed polycyclic group.
被取代的C3-C10环烯基、被取代的C1-C10杂环烯基、被取代的C3-C10环亚烯基、被取代的C1-C10杂环亚烯基、被取代的C6-C60亚芳基、被取代的C1-C60杂亚芳基、被取代的2价非芳香族缩合多环基团、被取代的2价非芳香族杂缩合多环基团的至少一个取代基选自:Substituted C 3 -C 10 cycloalkenyl, Substituted C 1 -C 10 Heterocycloalkenyl, Substituted C 3 -C 10 Cycloalkenylene, Substituted C 1 -C 10 Heterocycloalkenyl group, substituted C 6 -C 60 arylene group, substituted C 1 -C 60 heteroarylene group, substituted 2-valent non-aromatic condensed polycyclic group, substituted 2-valent non-aromatic hetero At least one substituent of the condensed polycyclic group is selected from:
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or Its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q201)(Q202)、-Si(Q203)(Q204)(Q205)、-B(Q206)(Q207)中的至少一个的C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl , C 6 -C60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group, C 1 -C 60 alkyl , C _ _ 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C6 0芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 6 0 aryl, C 6 - C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q211)(Q212)、-Si(Q213)(Q214)(Q215)、-B(Q216)(Q217)中的至少一个的C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;以及Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylsulfide group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -N(Q 211 )(Q 212 ), -Si(Q 213 )(Q 214 )(Q 215 ), -B(Q 216 )(Q 217 ) at least one of C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 ring Alkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1- C 60 heteroaryl, monovalent Non-aromatic condensed polycyclic groups, monovalent non-aromatic heterocondensed polycyclic groups; and
-N(Q221)(Q222)、-Si(Q223)(Q224)(Q225)、-B(Q226)(Q227)。-N(Q 221 )(Q 222 ), -Si(Q 223 )(Q 224 )(Q 225 ), -B(Q 226 )(Q 227 ).
其中,xa1至xa4相互独立地从0、1、2以及3中选择。Among them, xa1 to xa4 are independently selected from 0, 1, 2 and 3.
xa5从1、2、3、4以及5中选择。xa5 choose from 1, 2, 3, 4 and 5.
R201至R205相互独立地选自:R 201 to R 205 are independently selected from:
C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q231)(Q232)、-Si(Q233)(Q234)(Q235)、-B(Q236)(Q237)中的至少一个的C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl , C 6 -C60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group, C 1 -C 60 alkyl , C _ _ 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C6 0芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;以及C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 6 0 aryl, C 6 - C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-N(Q241)(Q242)、-Si(Q243)(Q244)(Q245)、-B(Q246)(Q247)中的至少一个的C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylsulfide group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group, -N(Q 241 )(Q 242 ), -Si(Q 243 )(Q 244 )(Q 245 ), -B(Q 246 )(Q 247 ) at least one of C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 ring Alkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylthio, C 1- C 60 heteroaryl, monovalent A non-aromatic condensed polycyclic group, a monovalent non-aromatic heterocondensed polycyclic group.
Q201至Q207、Q211至Q217、Q221至Q227、Q231至Q237以及Q241至Q247相互独立地选自:Q 201 to Q 207 , Q 211 to Q 217 , Q 221 to Q 227 , Q 231 to Q 237 and Q 241 to Q 247 are independently selected from:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, Phosphate group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团中的至少一个的C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl , C 6 -C60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group At least one of C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy;
C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C6 0芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团;以及C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 6 0 aryl, C 6 - C 60 aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团中的至少一个的C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylsulfide C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, C 3 -C 10 cycloalkyl group, C 1 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 arylsulfide group, C 1- C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, monovalent non-aromatic heterocondensed polycyclic group.
例如,在所述化学式201和202中,L201至L205相互独立地选自:For example, in the chemical formulas 201 and 202, L 201 to L 205 are independently selected from:
亚苯基、亚萘基、亚芴基、螺亚芴基、苯并亚芴基、二苯并亚芴基、亚菲基、亚蒽基、亚芘基、亚基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基;以及Phenylene, naphthylene, fluorenylene, spirofluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracenylene, pyrenylene, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri azinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中的至少一个的亚苯基、亚萘基、亚芴基、螺亚芴基、苯并亚芴基、二苯并亚芴基、亚菲基、亚蒽基、亚芘基、亚基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolininyl, A phenylene group, a naphthylene group, a fluorenylene group, a spirofluorenylene group, a benzofluorenylene group, a dibenzofluorenylene group, a phenanthrylene group, an anthracenylene group, at least one of a carbazolyl group and a triazinylene group , pyrenylene, sub Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl.
其中,xa1至xa4相互独立地取0、1或2。Wherein, xa1 to xa4 take 0, 1 or 2 independently of each other.
xa5为1、2或3。xa5 is 1, 2 or 3.
R201至R205可相互独立地选自:苯基、萘基、芴基、螺亚芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基;以及R 201 to R 205 can be independently selected from: phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri azinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、甘菊环基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中的至少一个的苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。然而,并不局限于此。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, azulenyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrene base, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one of phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl. However, it is not limited to this.
所述化学式201所表示的化合物可由如下的化学式201A表示。The compound represented by the chemical formula 201 may be represented by the following chemical formula 201A.
<化学式201A><Chemical formula 201A>
例如,所述化学式201所示的化合物可由如下的化学式201A-1表示,然而并不局限于此。For example, the compound represented by the chemical formula 201 may be represented by the following chemical formula 201A-1, but is not limited thereto.
<化学式201A-1><Chemical formula 201A-1>
所述化学式202所示的化合物可由如下的化学式202A表示,然而并不局限于此。The compound represented by the chemical formula 202 may be represented by the following chemical formula 202A, but is not limited thereto.
<化学式202A><chemical formula 202A>
其中,关于所述化学式201A、201A-1以及202A中L201至L203、xa1至xa3、xa5以及R202至R204的说明参考本说明书中记载的内容,关于R211和R212的内容参考针对R203的说明。Wherein, for the description of L 201 to L 203 , xa1 to xa3, xa5 and R 202 to R 204 in the chemical formulas 201A, 201A-1 and 202A, please refer to the content recorded in this specification, and for the content of R 211 and R 212 , please refer to Instructions for R 203 .
R213至R217可相互独立地从氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C1-C10杂环烷基、C3-C10环烯基、C1-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C60芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团中选择。R 213 to R 217 can be independently from a hydrogen atom, a heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or Its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 1 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 Aryloxy group, C 6 -C 60 arylthio group, C 1 -C 60 heteroaryl group, monovalent non-aromatic condensed polycyclic group, and monovalent non-aromatic heterocondensed polycyclic group.
例如,所述化学式201A、201A-1以及202A中,L201至L203相互独立地选自:For example, in the chemical formulas 201A, 201A-1 and 202A, L 201 to L 203 are independently selected from:
亚苯基、亚萘基、亚芴基、螺亚芴基、苯并亚芴基、二苯并亚芴基、亚菲基、亚蒽基、亚芘基、亚基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基;Phenylene, naphthylene, fluorenylene, spirofluorenylene, benzofluorenylene, dibenzofluorenylene, phenanthrene, anthracenylene, pyrenylene, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的亚苯基、亚萘基、亚芴基、螺亚芴基、苯并亚芴基、二苯并亚芴基、亚菲基、亚蒽基、亚芘基、亚基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one phenylene group, naphthylene group, fluorenylene group, spirofluorenylene group, benzofluorenylene group, dibenzofluorenylene group, phenanthrene group, anthracenylene group, pyrenylene group, Asia Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl.
xa1至xa3相互独立地取0或1。xa1 to xa3 take 0 or 1 independently of each other.
R203、R211与R212相互独立地选自:R 203 , R 211 and R 212 are independently selected from:
苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基;以及Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri azinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的亚苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one of phenylene, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl.
R213与R214相互独立地选自:R 213 and R 214 are independently selected from:
C1-C20烷基、C1-C20烷氧基;C 1 -C 20 alkyl, C 1 -C 20 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的C1-C20烷基、C1-C20烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid Base or its salt, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group selected from the azinyl group;
苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基;以及Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri azinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one of phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl.
R215与R217相互独立地选自:R 215 and R 217 are independently selected from:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基;Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, Phosphate group or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的C1-C20烷基、C1-C20烷氧基;Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid Base or its salt, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one C 1 -C 20 alkyl group, C 1 -C 20 alkoxy group selected from the azinyl group;
苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚三嗪基;以及Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridinylene, pyrazinylene, pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, triazinylene; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中选择的至少一个的苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracene base, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one of phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, group, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, quinolinylene, isoquinolinylene, quinoxalinylene, quinazolinylene, triazinylene.
xa5为1或2。xa5 is 1 or 2.
在所述化学式201A和201A-1中,R213与R214可相互键合而形成饱和或非饱和环。In the chemical formulas 201A and 201A-1, R 213 and R 214 may be bonded to each other to form a saturated or unsaturated ring.
例如,所述空穴传输区域还可以包括由所述化学式201A-1和202A中的一个表示的第二化合物。For example, the hole transport region may further include a second compound represented by one of the Chemical Formulas 201A-1 and 202A.
在所述化学式201A-1和202A中,R202至R204、R211至R212可相互独立地从取代或非取代的C6-C60芳基、取代或非取代的C1-C60杂芳基、被取代的1价非芳香族缩合多环基团、被取代的1价非芳香族杂缩合多环基团中选择。In the chemical formulas 201A-1 and 202A, R 202 to R 204 , R 211 to R 212 can be independently substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 1 -C 60 A heteroaryl group, a substituted monovalent non-aromatic condensed polycyclic group, and a substituted monovalent non-aromatic heterocondensed polycyclic group are selected.
L203为取代或非取代的C6-C60亚芳基。L 203 is a substituted or unsubstituted C 6 -C 60 arylene group.
xa3与xa5相互独立地从0至3的整数中选择。xa3 and xa5 are independently selected from integers of 0 to 3.
R213与R214相互独立地选自:R 213 and R 214 are independently selected from:
C1-C10烷基、C1-C10烷氧基、C1-C20芳基;C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 1 -C 20 aryl;
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐中的至少一个所取代的C1-C10烷基、C1-C10烷氧基;以及Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or C 1 -C 10 alkyl, C 1 -C 10 alkoxy substituted by at least one of its salts; and
重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C10烷基、C1-C10烷氧基、C1-C20芳基中选择的至少一个所取代的C1-C20芳基。Heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or At least one substituted C 1 -C 20 aryl selected from its salt, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, and C 1 -C 20 aryl.
选择性地,可以使R213与R214相互连接而形成缩合多环。Optionally, R 213 and R 214 can be connected to each other to form a condensed polycyclic ring.
R215至R217可相互独立地选自:R 215 to R 217 can be independently selected from:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、取代或非取代的C1-C60烷基、取代或非取代的C2-C60烯基、取代或非取代的C2-C60炔基、取代或非取代的C1-C60烷氧基、取代或非取代的C3-C10环烷基、取代或非取代的C1-C10杂环烷基、取代或非取代的C3-C10环烯基、取代或非取代的C1-C10杂环烯基、取代或非取代的C6-C60芳基、取代或非取代的C6-C60芳氧基、取代或非取代的C6-C60芳硫基、取代或非取代的C1-C60杂芳基、取代或非取代的1价非芳香族缩合多环基团、取代或非取代的1价非芳香族杂缩合多环基团、-N(Q1)(Q2)、-Si(Q3)(Q4)(Q5)、-B(Q6)(Q7)。Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, phosphoric acid group or Its salt, substituted or unsubstituted C 1 -C 60 alkyl, substituted or unsubstituted C 2 -C 60 alkenyl, substituted or unsubstituted C 2 -C 60 alkynyl, substituted or unsubstituted C 1 - C 60 alkoxy, substituted or unsubstituted C 3 -C 10 cycloalkyl, substituted or unsubstituted C 1 -C 10 heterocycloalkyl, substituted or unsubstituted C 3 -C 10 cycloalkenyl, substituted Or unsubstituted C 1 -C 10 heterocycloalkenyl, substituted or unsubstituted C 6 -C 60 aryl, substituted or unsubstituted C 6 -C 60 aryloxy, substituted or unsubstituted C 6 -C 60 arylthio, substituted or unsubstituted C 1 -C 60 heteroaryl, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, substituted or unsubstituted monovalent non-aromatic heterocondensed polycyclic group group, -N(Q 1 )(Q 2 ), -Si(Q 3 )(Q 4 )(Q 5 ), -B(Q 6 )(Q 7 ).
被取代的C1-C60烷基、被取代的C2-C60烯基、被取代的C2-C60炔基、被取代的C1-C60烷氧基、被取代的C3-C10环烷基、被取代的C1-C10杂环烷基、被取代的C3-C10环烯基、被取代的C1-C10杂环烯基、被取代的C6-C60芳基、被取代的C6-C60芳氧基、被取代的C6-C60芳硫基、被取代的C1-C60杂芳基、被取代的C6-C60亚芳基、被取代的1价非芳香族缩合多环基团、被取代的1价非芳香族杂缩合多环基团的取代基可参考本说明书中已记载的内容。Substituted C 1 -C 60 alkyl, substituted C 2 -C 60 alkenyl, substituted C 2 -C 60 alkynyl, substituted C 1 -C 60 alkoxy, substituted C 3 -C 10 cycloalkyl, substituted C 1 -C 10 heterocycloalkyl, substituted C 3 -C 10 cycloalkenyl, substituted C 1 -C 10 heterocycloalkenyl, substituted C 6 -C 60 aryl, substituted C 6 -C 60 aryloxy, substituted C 6 -C 60 arylthio, substituted C 1 -C 60 heteroaryl, substituted C 6 -C 60 For the substituents of the arylene group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic heterocondensed polycyclic group, reference may be made to the contents described in the present specification.
根据另一实现例,在所述化学式201A-1和202A中,R202至R204、R211至R212相互独立地从如下的组中选择:According to another implementation example, in the chemical formulas 201A-1 and 202A, R 202 to R 204 , R 211 to R 212 are independently selected from the following group:
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基;以及Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzo Oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinylene, dibenzofluorenyl, dibenzofurylene, dibenzothienylene, benzocarbylene Azolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo At least one of the following substances selected from carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, and imidazopyrimidinyl:
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl.
其中,L203从如下的组中选择:Wherein, L 203 is selected from the following groups:
苯基、亚环戊二烯基、亚茚基、亚萘基、亚甘菊环烯基、亚庚搭烯基、亚引达省基、苊烯基、亚芴基、亚螺芴基、苯并亚芴基、二苯并亚芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚三苝基、亚芘基、亚基、亚萘并四苯基、亚苉基、亚苝基;以及Phenyl, cyclopentadienylene, indenylene, naphthylene, azulenylene, heptenylene, indacene, acenaphthenylene, fluorenylene, spirofluorenylene, benzo Fluorenylene, dibenzofluorenylene, phenalenylene, phenanthrenylene, anthracene, fluoranthene, triperylene, pyrenylene, pyrene group, naphthylenetetraphenylene, perylene, perylene; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、环戊基、环己基、环庚基、环戊烯基、环己烯基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苯基苝基、芘基、基、萘并四苯基、苉基、苝基中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid radical or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, cyclopentyl, cyclohexyl, cycloheptyl, cyclopentenyl, cyclohexenyl, phenyl, cyclopentadiene Base, indenyl, naphthyl, azulenyl, heptalenyl, indacenenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, Anthracenyl, fluoranthenyl, triphenylperylenyl, pyrenyl, At least one of the following substances in the group, naphthacenetetraphenyl group, perylenyl group and perylenyl group:
亚苯基、亚环戊二烯基、亚茚基、亚萘基、亚甘菊环烯基、亚庚搭烯基、亚引达省基、亚萘基、芴基、螺芴基、苯并亚芴基、二苯并亚芴基、亚非那烯基、亚菲基、亚蒽基、亚荧蒽基、亚三苝基、亚芘基、亚基、亚萘并四苯基、亚苉基、亚苝基。Phenylene, cyclopentadienylene, indenylene, naphthylene, azulene, heptenylene, indacene, naphthylene, fluorenyl, spirofluorenyl, benzoxene Fluorenyl, dibenzofluorenylene, fenalenyl, phenanthrenylene, anthracene, fluoranthene, triperylene, pyrenylene, pyrene group, naphthylenetetraphenylene, perylene, perylene.
其中,R213与R214相互独立地从如下的组中选择:Wherein, R 213 and R 214 are independently selected from the following groups:
甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基;Methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methyl Oxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptyl, indacene, acenaphthyl, Fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenyl, perylene, perylene;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐中的至少一个的甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基;以及Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, At least one of the following substances in the group, naphthacenetetraphenyl group, perylenyl group and perylenyl group:
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, base, naphthacenetetraphenyl, perylenyl, perylenyl.
其中,R215至R217相互独立地从如下的组中选择:Wherein, R 215 to R 217 are independently selected from the following groups:
氢原子、重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基;以及Hydrogen atom, heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro group, amino group, amidino group, hydrazine group, hydrazone group, carboxyl group or its salt, sulfonic acid group or its salt, Phosphate or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl , tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptyl, inda Provincial, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridinyl, imidazopyrimidinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、n-戊基、异戊基、仲戊基、叔戊基、甲氧基、乙氧基、丙氧基、丁氧基、戊氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基中的至少一个的如下物质:Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid base or its salt, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-amyl, methoxy, ethoxy, propoxy, butoxy, pentyloxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptatenyl, indacene Base, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo At least one of the following substances selected from carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, and imidazopyrimidinyl:
苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并芴基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并芴基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基、亚噻二唑基、咪唑并吡啶基、咪唑并嘧啶基。Phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptalenyl, indarenyl, acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, non Naenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, naphthotetraphenylene, perylenyl, perylene, pyrrolylene, thienylene, furylylene, imidazolyl, pyrazolylene, thiazolyl, isothiazolylene, oxazolylene, isothiazolyl Oxazolylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolylene, isofuryl, quinolinylene, iso Quinoline group, benzoquinoline group, subphthalazinyl group, naphthalene diyl group, quinoxaline group, quinazoline group, linen group, carbazolyl group, phenanthrene group, acridine group Base, phenanthroline, phenazine, benzofluorenyl, benzimidazolyl, benzofurylidene, benzothienylene, benzothiazolyl, benzoxazolylene, isobenzene And oxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofluorenyl, dibenzofuryl, dibenzothienylene, benzo Carbazolyl, dibenzocarbazolylene, thiadiazolyl, imidazopyridyl, imidazopyrimidinyl.
作为又一实现例,在所述化学式201A-1和202A中,R202至R204、R211至R212相互独立地从如下的组中选择:苯基、联苯基、萘基、芴基、亚吡啶基;以-F、-Cl、-Br、-I、甲基以及氰基中的至少一个所取代的苯基、芴基。As another implementation example, in the chemical formulas 201A-1 and 202A, R 202 to R 204 , R 211 to R 212 are independently selected from the following group: phenyl, biphenyl, naphthyl, fluorenyl , pyridinylene; phenyl and fluorenyl substituted by at least one of -F, -Cl, -Br, -I, methyl and cyano.
其中,L203亚苯基。Among them, L 203 phenylene.
R213与R214相互独立地取甲基或苯基,并选择性地使R213与R214相互连接而形成芴基链环。R 213 and R 214 independently take a methyl group or a phenyl group, and selectively connect R 213 and R 214 to form a fluorenyl chain ring.
R215至R217可以是氢原子,然而并不局限于此。R 215 to R 217 may be hydrogen atoms, but are not limited thereto.
所述第二化合物可从如下的化合物HTb-1至HTb-20中选择,然而并不局限于此。The second compound may be selected from the following compounds HTb-1 to HTb-20, but is not limited thereto.
另外,由所述化学式201A-1和202A中的一个表示的第二化合物可与由所述化学式2表示的第一化合物一起被使用于发光辅助层。In addition, the second compound represented by one of the Chemical Formulas 201A-1 and 202A may be used in the light emission assisting layer together with the first compound represented by the Chemical Formula 2.
当所述第一化合物与第二化合物一起被使用于发光辅助层时,所述第一化合物比第二化合物的重量比可处于1:3至1:8的范围。例如,所述第一化合物与第二化合物之间的重量比可以是1:6,然而并不局限于此。When the first compound is used in the light emission auxiliary layer together with the second compound, the weight ratio of the first compound to the second compound may be in the range of 1:3 to 1:8. For example, the weight ratio between the first compound and the second compound may be 1:6, but is not limited thereto.
所述空穴传输区域的厚度约为至例如,约为至如果所述空穴传输区域将空穴注入层和空穴传输层全部包含在内,则所述空穴注入层的厚度约为至例如约为至 且所述空穴传输层的厚度约为至例如约为至 当所述空穴传输区域、空穴注入层、空穴传输层的厚度满足前述范围时,可在没有实质性的驱动电压上升的情况下获得满意的水平的空穴传输特性。The thickness of the hole transport region is about to For example, approximately to If the hole-transporting region completely includes the hole-injection layer and the hole-transporting layer, the thickness of the hole-injection layer is about to eg about to And the thickness of the hole transport layer is about to eg about to When the thicknesses of the hole transport region, the hole injection layer, and the hole transport layer meet the aforementioned ranges, a satisfactory level of hole transport characteristics can be obtained without substantial increase in driving voltage.
所述空穴传输区域包含如上所述的物质,此外还可以包含电荷生成物质以提高导电性。所述电荷生成物质可在空穴传输区域内均匀地或不均匀地分散存在。The hole-transporting region contains substances as described above, and may further contain charge-generating substances to improve conductivity. The charge generating substance may be uniformly or nonuniformly dispersed in the hole transport region.
所述电荷生成物质例如可以是p-掺杂剂。所述p-掺杂剂的非限定性的示例包括:TCNQ(四氰基醌二亚烷基;tetracyanoquinodimethane)、F4-TCNQ(2,3,5,6-四氟乙烯-四氰基-1,4-苯并醌二亚烷基)之类的醌衍生物;氧化钨、氧化钼之类的金属氧化物;以及如下的化合物HATCN(1,4,5,8,9,11-六氮杂苯并菲-六甲腈)等,然而并不局限于此。The charge-generating substance can be, for example, a p-dopant. Non-limiting examples of such p-dopants include: TCNQ (tetracyanoquinodialkylene; tetracyanoquinodimethane), F4-TCNQ (2,3,5,6-tetrafluoroethylene-tetracyano-1 , quinone derivatives such as 4-benzoquinone dialkylene); metal oxides such as tungsten oxide and molybdenum oxide; and the following compounds HATCN (1,4,5,8,9,11-hexanitrogen heterotriphenylene-hexacyanonitrile), etc., but not limited thereto.
所述空穴传输区域包含如上所述的空穴注入层、空穴传输层、发光辅助层,此外还可以包括缓冲层和电子阻挡层中的至少一个。所述缓冲层用于补偿基于由发光层发射的光的波长的光学谐振距离,从而可以起到提高光发射效率的作用。包含于所述缓冲层中的物质可以使用空穴传输区域所能包含的物质。电子阻挡层用于防止来自电子传输区域的电子的注入。例如,可作为所述电子阻挡层材料而使用mCP,然而并不局限于此。The hole transport region includes the above-mentioned hole injection layer, hole transport layer, and luminescence auxiliary layer, and may further include at least one of a buffer layer and an electron blocking layer. The buffer layer is used to compensate the optical resonance distance based on the wavelength of the light emitted by the light emitting layer, so as to improve the light emission efficiency. As the substance contained in the buffer layer, a substance that can be contained in the hole transport region can be used. The electron blocking layer serves to prevent the injection of electrons from the electron transport region. For example, mCP may be used as the electron blocking layer material, but is not limited thereto.
所述电子传输区域可包括空穴阻挡层(HBL)、电子传输层(ETL)、电子阻挡层(EBL)中的至少一个,然而并不局限于此。The electron transport region may include at least one of a hole blocking layer (HBL), an electron transport layer (ETL), and an electron blocking layer (EBL), but is not limited thereto.
例如,所述电子传输区域可具有从发光层起依次层叠的电子传输层/电子注入层或空穴阻挡层/电子传输层/电子注入层的结构,然而并不局限于此。For example, the electron transport region may have a structure of electron transport layer/electron injection layer or hole blocking layer/electron transport layer/electron injection layer stacked in order from the light emitting layer, but is not limited thereto.
所述空穴阻挡层例如可以包括如下的BCP、Bphen、TmPyPB中的至少一个,然而并不局限于此。The hole blocking layer may include, for example, at least one of the following BCP, Bphen, and TmPyPB, but is not limited thereto.
所述空穴阻挡层的厚度约为至例如可以是至左右。如果所述空穴阻挡层的厚度满足前述范围,则无需实质性的驱动电压的上升也能够获得优良的空穴阻挡特性。The hole blocking layer has a thickness of about to For example it could be to about. If the thickness of the hole blocking layer satisfies the aforementioned range, excellent hole blocking characteristics can be obtained without substantially increasing the driving voltage.
所述电子传输层还可以包括所述BCP、Bphen以及如下的Alq3、BAlq、TAZ、NTAZ中的至少一个,然而并不局限于此。The electron transport layer may also include at least one of the BCP, Bphen and the following Alq 3 , BAlq, TAZ, NTAZ, but is not limited thereto.
或者,所述电子传输层可包括由如下的化学式601表示的化合物中的至少一个。Alternatively, the electron transport layer may include at least one of compounds represented by Chemical Formula 601 below.
<化学式601><chemical formula 601>
Ar601-[(L601)xe1-E601]xe2 Ar 601 -[(L 601 ) xe1 -E 601 ] xe2
在所述化学式601中,Ar601选自:In said chemical formula 601, Ar 601 is selected from:
萘基(naphthalene)、七烯化合物(heptalene)、芴基(fluorene)、螺芴基、苯并芴基、二苯并芴基、非那烯(phenalene)、菲基(phenanthrene)、蒽基(anthracene)、荧蒽基(fluoranthene)、三亚苯基(triphenylene)、芘基(pyrene)、基(chrysene)、并四苯基(naphthacene)、苉基(picene)、苝基(perylene)、戊芬基(pentaphene)、茚并蒽基(indenoanthracene);Naphthalene, heptalene, fluorene, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenalene, phenanthrene, anthracenyl ( anthracene), fluoranthene (fluoranthene), triphenylene (triphenylene), pyrene (pyrene), Chrysene, naphthacene, picene, perylene, pentaphene, indenoanthracene;
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C60烷基、C2-C60烯基、C2-C60炔基、C1-C60烷氧基、C3-C10环烷基、C3-C10杂环烷基、C3-C10环烯基、C3-C10杂环烯基、C6-C60芳基、C6-C60芳氧基、C6-C6 0芳硫基、C1-C60杂芳基、1价非芳香族缩合多环基团、1价非芳香族杂缩合多环基团、-Si(Q301)(Q302)(Q303)(所述Q301至Q303相互独立地选自氢原子、C1-C60烷基、C2-C60烯基、C6-C60芳基、C2-C60杂芳基)中选择的至少一个的萘基、七烯化合物、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯、菲基、蒽基、荧蒽基、三亚苯基、芘基、基、并四苯基、苉基、苝基、戊芬基、茚并蒽基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid group or its salt, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 2 -C 60 alkynyl, C 1 -C 60 alkoxy, C 3 -C 10 cycloalkyl, C 3 - C 10 heterocycloalkyl, C 3 -C 10 cycloalkenyl, C 3 -C 10 heterocycloalkenyl, C 6 -C 60 aryl, C 6 -C 60 aryloxy, C 6 -C 60 aryl Thio group, C 1 -C 60 heteroaryl group, 1-valent non-aromatic condensed polycyclic group, 1-valent non-aromatic heterocondensed polycyclic group, -Si(Q 301 )(Q 302 )(Q 303 )( The Q 301 to Q 303 are independently selected from hydrogen atom, C 1 -C 60 alkyl, C 2 -C 60 alkenyl, C 6 -C 60 aryl, C 2 -C 60 heteroaryl) At least one of naphthyl, heptacene, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triphenylene, pyrenyl, base, naphthacene, perylenyl, perylenyl, penfenyl, indenanthracenyl.
关于L601的内容参见本说明书中针对L201的说明。For the content of L 601 , refer to the description of L 201 in this manual.
E601选自:E 601 selected from:
亚吡咯基(pyrrolyl)、亚噻吩基(thiophenyl)、亚呋喃基(furanyl)、亚咪唑基(imidazolyl)、亚吡唑基(pyrazolyl)、亚噻唑基(thiazolyl)、异亚噻唑基(isothiazolyl)、亚恶唑基(oxazolyl)、异亚恶唑基(isooxazolyl)、亚吡啶基(pyridinyl)、亚吡嗪基(pyrazinyl)、亚嘧啶基(pyrimidinyl)、亚哒嗪基(pyridazinyl)、异亚吲哚基(isoindolyl)、亚吲哚基(indolyl)、亚吲唑基(indazolyl)、异亚呋喃基(purinyl)、亚喹啉基(quinolyl)、异亚喹啉基(isoquinolyl)、苯并喹啉基(benzoquinolyl)、亚酞嗪基(phthalazinyl)、萘啶二基(naphthyridinyl)、亚喹喔啉基(quinoxalinyl)、亚喹唑啉基(quinazolinyl)、亚啉基(cinnolinyl)、咔唑基(carbazolyl)、亚菲二基(phenanthridinyl)、亚吖啶基(acridinyl)、亚菲咯啉基(phenanthrolinyl)、吩嗪基(phenazinyl)、苯并亚咪唑基(benzoimidazolyl)、苯并亚呋喃基(benzofuranyl)、苯并亚噻吩基(benzothiophenyl)、二苯并亚噻唑基(isobenzothiazolyl)、苯并亚恶唑基(benzooxazolyl)、异苯并亚恶唑基(isobenzooxazolyl)、亚三唑基(triazolyl)、亚四唑(tetrazolyl)、亚恶二唑基(oxadiazolyl)、亚三嗪基(triazinyl)、二苯并亚呋喃基(dibenzofuranyl)、二苯并亚噻吩基(dibenzothiophenyl)、苯并亚咔唑基、二苯并亚咔唑基;以及Pyrrolyl, thiophenyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl , oxazolyl, isooxazolyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, iso Indolyl (isoindolyl), indolyl (indolyl), indazolyl (indazolyl), isofurinyl (purinyl), quinolyl (quinolyl), isoquinolyl (isoquinolyl), benzo Benzoquinolyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnolinyl, carbazole base (carbazolyl), phenanthridinyl, acridinyl, phenanthrolinyl, phenazinyl, benzoimidazolyl, benzofurylidene (benzofuranyl), benzothiophenyl, isobenzothiazolyl, benzooxazolyl, isobenzoxazolyl, triazolyl ), tetrazolyl, oxadiazolyl, triazinyl, dibenzofuranyl, dibenzothiophenyl, benzocarba Azolyl, dibenzocarbazolylene; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、环戊二烯基、茚基、萘基、甘菊环基、庚搭烯基、引达省基、苊基、芴基、螺芴基、苯并芴基、二苯并芴基、非那烯基、菲基、蒽基、荧蒽基、三苝基、芘基、基、萘并四苯基、苉基、苝基、戊苯基、己烯基、戊烯基、红宝石烯基、亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、异苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基中的至少一个的亚吡咯基、亚噻吩基、亚呋喃基、亚咪唑基、亚吡唑基、亚噻唑基、异亚噻唑基、亚恶唑基、异亚恶唑基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、异亚吲哚基、亚吲哚基、亚吲唑基、异亚呋喃基、亚喹啉基、异亚喹啉基、苯并亚喹啉基、亚酞嗪基、萘二基、亚喹喔啉基、亚喹唑啉基、亚啉基、亚咔唑基、亚菲二基、亚吖啶基、亚菲咯啉基、吩嗪基、苯并亚咪唑基、苯并亚呋喃基、苯并亚噻吩基、异苯并亚噻唑基、苯并亚恶唑基、异苯并亚恶唑基、亚三唑基、四亚唑基、亚恶二唑基、亚三嗪基、二苯并亚呋喃基、二苯并亚噻吩基、苯并亚咔唑基、二苯并亚咔唑基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, cyclopentadienyl, indenyl, naphthyl, azulenyl, heptenyl, indarenyl, Acenaphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenalenyl, phenanthrenyl, anthracenyl, fluoranthenyl, triperylenyl, pyrenyl, Base, Naphthacenetetraphenyl, Perylenyl, Perylenyl, Pentylphenyl, Hexenyl, Pentenyl, Rubyenyl, Pyrrolylene, Thienylene, Furylidene, Imidazolyl, Pyrazolylene , thiazolyl, isothiazolyl, oxazolylene, isoxazolylene, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, isoindolyl, indolyl, Indazolyl, isofuryl, quinolinyl, isoquinolinyl, benzoquinolinyl, subphthalazinyl, naphthalenediyl, quinoxalinyl, quinazolinylene, line Base, carbazolyl, phenanthrene, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofurylidene, benzothienylene, isobenzothiazole Base, benzoxazolylene, isobenzoxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinylene, dibenzofuryl, dibenzothiophene At least one of pyrrolene, thienylene, furyl, imidazole, pyrazolylene, thiazolyl, isothiazolylene of at least one of benzocarbazolylene and dibenzocarbazolylene , oxazolylene, isoxazolylene, pyridyl, pyrazinylene, pyrimidinylene, pyridazinylene, isoindolylene, indolylene, indazolyl, isofuryl , quinolinyl, isoquinolinyl, benzoquinolinyl, phthalazinyl, naphthalenediyl, quinoxalinyl, quinazolinyl, lininyl, carbazolyl, sub Phenanthrenediyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofurylidene, benzothienylene, isobenzothiazolyl, benzoxazolylene , isobenzoxazolylene, triazolylene, tetrazolyl, oxadiazolyl, triazinyl, dibenzofuryl, dibenzothienylene, benzocarbazolylene , Dibenzocarbazolylene.
xe1从0、1、2以及3中选择。xe1 chooses from 0, 1, 2 and 3.
xe2从1、2、3以及4中选择。xe2 choose from 1, 2, 3 and 4.
或者,所述电子传输层可包含由所述化学式602表示的化合物中的至少一个。Alternatively, the electron transport layer may include at least one of the compounds represented by the Chemical Formula 602.
<化学式602><chemical formula 602>
在所述化学式602中,In said chemical formula 602,
X611为N或C-(L611)xe611-R611,X612为N或C-(L612)xe612-R612,X613为N或C-(L613)xe613-R613,X611至X613中的至少一个为N。X 611 is N or C-(L 611 ) xe611- R 611 , X 612 is N or C-(L 612 ) xe612- R 612 , X 613 is N or C-(L 613 ) xe613- R 613 , X 611 At least one of to X 613 is N.
关于L611至L616的内容参见本说明书中针对L201的说明。For the content of L 611 to L 616 , please refer to the description of L 201 in this manual.
R611至R616相互独立地选自:R 611 to R 616 are independently selected from:
苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基;以及Phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri azinyl; and
取代有重氢原子、-F、-Cl、-Br、-I、羟基、氰基、硝基、氨基、脒基、肼基、腙基、羧基或者其盐、磺酸基或者其盐、磷酸基或者其盐、C1-C20烷基、C1-C20烷氧基、苯基、萘基、甘菊环基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基中的至少一个的苯基、萘基、芴基、螺芴基、苯并芴基、二苯并芴基、菲基、蒽基、芘基、基、亚吡啶基、亚吡嗪基、亚嘧啶基、亚哒嗪基、亚喹啉基、异亚喹啉基、亚喹喔啉基、亚喹唑啉基、亚咔唑基、亚三嗪基。Substituted with heavy hydrogen atom, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazino, hydrazone, carboxyl or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C 1 -C 20 alkyl, C 1 -C 20 alkoxy, phenyl, naphthyl, azulenyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrene base, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri At least one of phenyl, naphthyl, fluorenyl, spirofluorenyl, benzofluorenyl, dibenzofluorenyl, phenanthrenyl, anthracenyl, pyrenyl, Base, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, quinazolinyl, carbazolyl, tri Azinyl.
xe611至xe616相互独立地从0、1、2以及3中选择。xe611 to xe616 are selected from 0, 1, 2, and 3 independently of each other.
由所述化学式601表示的化合物以及由化学式602表示的化合物可包括如下的化合物ET1至ET15中的至少一个。The compound represented by the Chemical Formula 601 and the compound represented by the Chemical Formula 602 may include at least one of the following compounds ET1 to ET15.
所述电子传输层的厚度约为至例如可以是至左右。当所述电子传输层的厚度满足前述范围时,无需实质性的驱动电压上升也能够获得满意的程度的电子传输特性。The thickness of the electron transport layer is about to For example it could be to about. When the thickness of the electron transport layer satisfies the aforementioned range, a satisfactory degree of electron transport characteristics can be obtained without substantial increase in driving voltage.
或者,所述电子传输层可在包含所述化合物之余还包括含金属物质。Alternatively, the electron transport layer may include a metal-containing substance in addition to the compound.
所述含金属物质可包括Li络合物。所述Li络合物例如可以包括如下的化合物LiQ(锂喹啉酯)或LiBTz(锂[2-(2-羟基苯基)苯并噻唑基])。The metal-containing species may include a Li complex. The Li complex may include, for example, the following compounds LiQ (lithium quinoline ester) or LiBTz (lithium [2-(2-hydroxyphenyl)benzothiazolyl]).
而且,电子传输区域还可以包括用于使来自第二电极190的电子的注入变得容易的电子注入层(EIL)。Also, the electron transport region may further include an electron injection layer (EIL) for facilitating injection of electrons from the second electrode 190 .
所述电子注入层例如可以包括从LiF、NaCl、CsF、Li2O以及BaO中选择的至少一种,然而并不局限于此。The electron injection layer may include, for example, at least one selected from LiF, NaCl, CsF, Li 2 O, and BaO, but is not limited thereto.
所述电子注入层的厚度可以是至左右,例如可以是至90□左右。当所述电子注入层的厚度满足前述范围时,无需实质性的驱动电压上升也能够获得满意的程度的电子注入特性。The thickness of the electron injection layer can be to around, for example could be to about 90□. When the thickness of the electron injection layer satisfies the foregoing range, electron injection characteristics to a satisfactory degree can be obtained without substantial increase in driving voltage.
有机层150的层或区域可利用真空沉积法、旋涂法、塑造法、LB(Langmuir-Blodgett)法、喷墨印刷法、激光印刷法、激光热转移法(LaserInducedThermalImaging、LITI))等多样的方法而形成。The layers or regions of the organic layer 150 can be vacuum deposited, spin-coated, molded, LB (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser thermal transfer method (Laser Induced Thermal Imaging, LITI)) and other various methods. method formed.
所述有机层150上具有第二电极190。所述第二电极190可以是负极。所述第二电极190用物质可使用具有相对较低的功函数的金属、合金、导电性化合物及其组合。作为具体例,可将锂(Li)、镁(Mg)、铝(Al)、铝-锂(Al-Li)、钙(Ca)、镁-铟(Mg-In)、镁-银(Mg-Ag)等使用为第二电极190形成用物质。或者,为了获得正面,可利用ITO、IZO而形成透射型第二电极190,这些变形均可实现。The organic layer 150 has a second electrode 190 on it. The second electrode 190 may be a negative electrode. The material for the second electrode 190 may use metals, alloys, conductive compounds and combinations thereof with relatively low work functions. As specific examples, lithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg- Ag) or the like is used as a substance for forming the second electrode 190 . Alternatively, in order to obtain a front surface, ITO or IZO can be used to form the transmissive second electrode 190 , and these variations can all be realized.
以上,已参考图1说明了有机发光元件,然而本发明并不局限于此。Above, the organic light emitting element has been described with reference to FIG. 1 , however, the present invention is not limited thereto.
本说明书中,C1-C60烷基表示碳原子数为1至60的链型或分枝型的脂肪族烃的1价基团,具体的例子包括甲基、乙基、n-丙基、异丙基、n-丁基、异丁基、仲丁基、叔丁基、戊基、异戊基、己基等。本说明书中,C1-C60烯基表示具有与所述C1-C60烷基相同的结构的2价基团。In this specification, a C 1 -C 60 alkyl group represents a monovalent group of a chain or branched aliphatic hydrocarbon with a carbon number of 1 to 60, and specific examples include methyl, ethyl, and n-propyl , isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, etc. In the present specification, the C 1 -C 60 alkenyl group represents a divalent group having the same structure as the C 1 -C 60 alkyl group.
在本说明书中,C1-C60烷氧基表示具有-OA101(其中,A101为所述C1-C60烷基)这一化学式的1价基团,其具体例子中包括甲氧基、乙氧基、异丙氧基等。In this specification, a C 1 -C 60 alkoxy group represents a monovalent group having the chemical formula -OA 101 (wherein, A 101 is the C 1 -C 60 alkyl group), and specific examples thereof include methoxy base, ethoxy, isopropoxy, etc.
在本说明书中,C2-C60烯基表示所述C2-C60烷基的中间或末端处包含一个以上的碳双键的烃基,其具体示例中包括乙烯基、丙烯基、丁烯基等。在本说明书中,C2-C60亚烯基表示具有与所述C2-C60烯基相同的结构的2价基团。In this specification, C 2 -C 60 alkenyl means a hydrocarbon group containing one or more carbon double bonds at the middle or end of the C 2 -C 60 alkyl group, and specific examples thereof include vinyl, propenyl, butene Base etc. In the present specification, the C 2 -C 60 alkenylene group represents a divalent group having the same structure as the C 2 -C 60 alkenyl group.
在本说明书中,C2-C60炔基表示所述C2-C60烷基的中间或末端处包含有一个以上的碳三建的烃基,具体示例中包括乙炔基、丙炔基等。在本说明书中,C2-C60亚炔基表示具有与所述C2-C60炔基相同的结构的2价基团。In this specification, C 2 -C 60 alkynyl means a hydrocarbon group containing more than one carbon triplet at the middle or end of the C 2 -C 60 alkyl group, specific examples include ethynyl, propynyl and the like. In the present specification, the C 2 -C 60 alkynylene group represents a divalent group having the same structure as the C 2 -C 60 alkynyl group.
本说明书中,C3-C10环烷基表示碳数目为3至10的1价饱和烃单环基团,具体示例中包括环丙基、环丁基、环戊基、环己基、环庚基等。在本说明书中,C3-C10环亚烷基表示具有与所述C3-C10环烷基相同的结构的2价基团。In this specification, C 3 -C 10 cycloalkyl means a monovalent saturated hydrocarbon monocyclic group with a carbon number of 3 to 10, specific examples include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl Base etc. In the present specification, the C 3 -C 10 cycloalkylene group represents a divalent group having the same structure as the C 3 -C 10 cycloalkyl group.
在本说明书中,C1-C10杂环烷基表示将从N、O、Si、P以及S中选择的至少一个杂原子作为链形成用原子而包含在内的碳原子数为1至10的1价单环基团,具体示例中包括四氢呋喃基、四羟基亚噻吩基等。在本说明书中,C1-C10杂环亚烷基表示具有与所述C1-C10杂环烷基相同的结构的2价基团。In this specification, C 1 -C 10 heterocycloalkyl means that the number of carbon atoms including at least one heteroatom selected from N, O, Si, P and S as chain-forming atoms is 1 to 10 Specific examples of monovalent monocyclic groups include tetrahydrofuryl, tetrahydroxythienylene, and the like. In the present specification, the C 1 -C 10 heterocycloalkylene group represents a divalent group having the same structure as the C 1 -C 10 heterocycloalkyl group.
在本说明书中,C3-C10环烯基是碳原子数为3至10的1价单环基团,表示链内具有至少一个双键且并不具有芳香族性的基团,具体实现例中包括环戊烯基、环己烯基、环庚烯基等。本说明书中,C3-C10环亚烯基表示具有与所述C3-C10环烯基相同的结构的2价基团。In this specification, C 3 -C 10 cycloalkenyl is a monovalent monocyclic group with 3 to 10 carbon atoms, which means a group that has at least one double bond in the chain and does not have aromaticity. Examples include cyclopentenyl, cyclohexenyl, cycloheptenyl and the like. In the present specification, the C 3 -C 10 cycloalkenylene group represents a divalent group having the same structure as the C 3 -C 10 cycloalkenyl group.
本说明书中,C1-C10杂环烯基是将从N、O、Si、P以及S中选择的至少一个杂原子作为链形成用原子而包含在内的碳原子数为1至10的1价单环基团,其在链环内具有至少一个双键。所述C1-C10杂环烯基的具体例中包括2,3-羟基亚呋喃基、2,3-羟基亚噻吩基等。本说明书中,C1-C10杂环亚烯基表示具有与所述C1-C10杂环烯基相同的结构的2价基团。In the present specification, the C 1 -C 10 heterocycloalkenyl group has 1 to 10 carbon atoms including at least one heteroatom selected from N, O, Si, P and S as a chain-forming atom. A 1-valent monocyclic group having at least one double bond within the chain ring. Specific examples of the C 1 -C 10 heterocycloalkenyl include 2,3-hydroxyfurylene, 2,3-hydroxythienylene and the like. In the present specification, the C 1 -C 10 heterocycloalkenylene group represents a divalent group having the same structure as the C 1 -C 10 heterocycloalkenyl group.
本说明书中,C6-C60芳基表示碳原子数为6至60的具有碳环芳香体系的1价基团,C6-C60亚芳基表示碳原子数为6至60个的具有碳环芳香体系的2价基团。所述C6-C60芳基的具体例中包括苯基、萘基、蒽基、菲基、芘基、基等。当所述C6-C60芳基和C6-C60亚芳基包含2以上的链环时,所述2以上的链环可相互融合。In this specification, a C 6 -C 60 aryl group represents a monovalent group having a carbocyclic aromatic system with 6 to 60 carbon atoms, and a C 6 -C 60 arylene group represents a monovalent group with a carbon number of 6 to 60. Divalent group of carbocyclic aromatic system. Specific examples of the C 6 -C 60 aryl include phenyl, naphthyl, anthracenyl, phenanthrenyl, pyrenyl, Base etc. When the C 6 -C 60 aryl group and the C 6 -C 60 arylene group contain 2 or more chain rings, the 2 or more chain rings may be fused with each other.
在本说明书中,C1-C60杂芳基表示将从N、O、P以及S中选择的至少一个杂原子作为链形成用原子而包含在内的碳原子数为1至60的碳环芳香体系的1价基团,C1-C60杂亚芳基表示将从N、O、P以及S中选择的至少一个杂原子作为链形成用原子而包含在内的碳原子数为1至60的碳环芳香体系的2价基团。所述C1-C60杂芳基的具体例中包括亚吡啶基、亚嘧啶基、亚吡嗪基,亚哒嗪基、亚三嗪基、亚喹啉基、异亚喹啉基等。当所述C1-C60杂芳基和C1-C60杂亚芳基包含有2以上的链时,2以上的链可以相互融合。In this specification, a C 1 -C 60 heteroaryl group represents a carbocyclic ring having 1 to 60 carbon atoms including at least one heteroatom selected from N, O, P, and S as a chain-forming atom. A monovalent group of an aromatic system, a C 1 -C 60 heteroarylene group means that at least one heteroatom selected from N, O, P, and S is used as a chain-forming atom, and the number of carbon atoms included is 1 to 60 divalent group of carbocyclic aromatic system. Specific examples of the C 1 -C 60 heteroaryl group include pyridinylene, pyrimidinylene, pyrazinylene, pyridazinylene, triazinylene, quinolinylene, isoquinolinylene and the like. When the C 1 -C 60 heteroaryl group and the C 1 -C 60 heteroarylene group contain 2 or more chains, the 2 or more chains may be fused with each other.
在本说明书中,C6-C60芳氧基表示-OA102(其中,A102为所述C6-C60芳基),所述C6-C60芳硫基表示-SA103(其中,A103为所述C6-C60芳基)。In this specification, the C 6 -C 60 aryloxy group represents -OA 102 (wherein, A 102 is the C 6 -C 60 aryl group), and the C 6 -C 60 arylthio group represents -SA 103 (wherein , A 103 is the C 6 -C 60 aryl).
在本说明书中,1价非芳香族缩合多环基团(non-aromaticcondensedpolycyclicgroup)表示2以上的链相互缩合,并作为链形成用原子而只包含碳,且分子整体上具有非芳香族性质(non-aromacity)的1价基团。所述1价非芳香族缩合多环基团的具体例中包括芴基等。本说明书中,2价非芳香族缩合多环基团表示具有与所述1价非芳香族缩合多环基团相同的结构的2价基团。In this specification, a monovalent non-aromatic condensed polycyclic group (non-aromaticcondensed polycyclic group) means that two or more chains are condensed with each other, and contain only carbon as chain-forming atoms, and the molecule as a whole has non-aromatic properties (non-aromatic). -aromacity) monovalent group. Specific examples of the monovalent non-aromatic condensed polycyclic group include fluorenyl and the like. In the present specification, the divalent non-aromatic condensed polycyclic group means a divalent group having the same structure as the monovalent non-aromatic condensed polycyclic group.
在本说明书中,1价非芳香族杂缩合多环基团(non-aromaticcondensedheteropolycyclicgroup)表示2以上的链相互缩合,并在碳之外还从N、O、P以及S中选择杂原子而作为链形成原子包含在内,且分子整体具有非芳香族性质的1价基团。所述1价非芳香族杂缩合多环基团包括亚咔唑基等。在本说明书中,2价非芳香族杂缩合多环基团表示具有与所述1价非芳香族杂缩合多环基团相同的结构的2价基团。In this specification, a monovalent non-aromatic condensed heteropolycyclic group (non-aromaticcondensedheteropolycyclic group) means that two or more chains are condensed with each other, and a heteroatom is selected from N, O, P, and S in addition to carbon as the chain. A monovalent group in which the forming atoms are included and the molecule as a whole has non-aromatic properties. The monovalent non-aromatic heterocondensed polycyclic group includes carbazolyl and the like. In the present specification, the divalent nonaromatic heterocondensed polycyclic group means a divalent group having the same structure as the monovalent nonaromatic heterocondensed polycyclic group.
以下,列举实施例而对根据本发明的实现例的有机发光元件进行更加具体的说明。Hereinafter, the organic light-emitting element according to the implementation examples of the present invention will be described more specifically by way of examples.
实施例1Example 1
利用异丙醇和纯净水而对ITO/Ag/ITO玻璃基板分别进行5分钟的超声波清洗,然后照射30分钟的紫外线,且暴露于臭氧而洗净,并在基板上形成了正极。The ITO/Ag/ITO glass substrates were ultrasonically cleaned with isopropanol and purified water for 5 minutes, then irradiated with ultraviolet rays for 30 minutes, and cleaned by exposing them to ozone to form a positive electrode on the substrate.
在基板上部真空沉积m-MTDATA而形成了厚度的真空注入层,然后接着将NPB以的厚度真空沉积而形成了空穴传输层。接着,使化合物HTa-14以的厚度沉积而形成了发光辅助层。Vacuum deposition of m-MTDATA on top of the substrate formed a thickness of the vacuum implanted layer, and then followed by the NPB with A hole transport layer was formed by vacuum deposition to a thickness of . Next, compound HTa-14 was treated with A luminescence auxiliary layer is formed by depositing a thickness of .
在所述发光辅助层上部使mCP(主剂)与PD-2(掺杂剂)以90:10的重量比同时沉积,从而以的厚度形成了发光层。On the top of the luminescence auxiliary layer, mCP (main agent) and PD-2 (dopant) are simultaneously deposited in a weight ratio of 90:10, thereby The thickness of the light-emitting layer is formed.
在所述发光层上部使Alq3与LiF以1:1的重量比同时沉积而形成了 厚度的电子传输层。在所述电子传输层上部使LiF真空沉积而形成了 厚度的电子注入层,并使MgAl(90:10重量比)以(负极)的厚度真空沉积而制造出有机发光元件。Alq3 and LiF are simultaneously deposited in a weight ratio of 1:1 on the top of the light-emitting layer to form a thickness of the electron transport layer. LiF was vacuum deposited on top of the electron transport layer to form a The thickness of the electron injection layer, and make MgAl (90:10 weight ratio) with (Negative electrode) thickness vacuum deposition to manufacture organic light-emitting elements.
实施例2至实施例35Example 2 to Example 35
作为发光辅助层和掺杂剂使用了表1所示的化合物,除此之外,以与实施例1相同的方法形成了有机发光元件。An organic light-emitting device was formed in the same manner as in Example 1 except that the compounds shown in Table 1 were used as the light-emitting auxiliary layer and dopant.
实施例36至实施例39Example 36 to Example 39
在形成发光辅助层时,使表1的化合物以1:6的重量比沉积,并作为掺杂剂而使用了表1的化合物,除此之外,通过与实施例1相同的方法形成了有机发光元件。In the formation of the luminescence auxiliary layer, the compounds in Table 1 were deposited at a weight ratio of 1:6, and the compounds in Table 1 were used as dopants, and an organic light emitting element.
比较例1至比较例10Comparative Example 1 to Comparative Example 10
作为发光辅助层和掺杂剂使用了表1所示的化合物,除此之外,以与实施例1相同的方法形成了有机发光元件。An organic light-emitting device was formed in the same manner as in Example 1 except that the compounds shown in Table 1 were used as the light-emitting auxiliary layer and dopant.
表1中示出实施例1至实施例39、比较例1至比较例10的有机发光元件的电流效率、寿命以及色度。利用IVL测量装置(PhotoResearchPR650、Keithley238)而对电流效率、寿命、色度进行了评估。表1中的电流效率和寿命是相对于比较例1的电流效率和寿命的相对值。色度则利用CIE1931标准色度坐标而表示。实施例1至实施例39、比较例1至比较例10的有机发光元件表现出绿色发光特性。Table 1 shows the current efficiency, lifetime, and chromaticity of the organic light-emitting elements of Examples 1 to 39, and Comparative Examples 1 to 10. Current efficiency, lifetime, and chromaticity were evaluated using an IVL measurement device (PhotoResearch PR650, Keithley238). The current efficiency and lifetime in Table 1 are relative values with respect to the current efficiency and lifetime of Comparative Example 1. Chromaticity is represented by CIE1931 standard chromaticity coordinates. The organic light-emitting elements of Examples 1 to 39 and Comparative Examples 1 to 10 exhibited green light emitting characteristics.
[表1][Table 1]
实施例40Example 40
利用异丙醇和纯净水而对ITO/Ag/ITO玻璃基板分别进行5分钟的超声波清洗,然后照射30分钟的紫外线,且暴露于臭氧而洗净,并在基板上形成了正极。The ITO/Ag/ITO glass substrates were ultrasonically cleaned with isopropanol and purified water for 5 minutes, then irradiated with ultraviolet rays for 30 minutes, and cleaned by exposing them to ozone to form a positive electrode on the substrate.
在基板上部真空沉积m-MTDATA而形成了厚度的空穴注入层,然后接着以的厚度真空沉积NPB而形成了空穴传输层。接着,使化合物HTa-14以的厚度沉积而形成了发光辅助层。Vacuum deposition of m-MTDATA on top of the substrate formed a thickness of the hole injection layer, and then followed by The thickness of vacuum deposited NPB to form a hole transport layer. Next, compound HTa-14 was treated with A luminescence auxiliary layer is formed by depositing a thickness of .
在所述发光辅助层上部使mCP(主剂)与PD-51(掺杂剂)以90:10的重量比同时沉积,从而以的厚度形成了发光层。On the top of the luminescence auxiliary layer, mCP (main agent) and PD-51 (dopant) are simultaneously deposited in a weight ratio of 90:10, thereby The thickness of the light-emitting layer is formed.
在所述发光层上部使Alq3与LiF以1:1的重量比同时沉积而形成了厚度的电子传输层。在所述电子传输层上部真空沉积LiF而形成了厚度的电子注入层,并使MgAl(90:10重量比)以(负极)的厚度真空沉积,从而制造出有机发光元件。Alq3 and LiF are simultaneously deposited in a weight ratio of 1:1 on the top of the light-emitting layer to form a thickness of the electron transport layer. Vacuum deposited LiF on top of the electron transport layer to form a The thickness of the electron injection layer, and make MgAl (90:10 weight ratio) with (Negative electrode) is vacuum-deposited to produce an organic light-emitting element.
实施例41至实施例51Example 41 to Example 51
作为发光辅助层和掺杂剂使用了表2所示的化合物,除此之外,以与实施例36相同的方法形成了有机发光元件。An organic light-emitting device was formed in the same manner as in Example 36 except that the compounds shown in Table 2 were used as the light-emitting auxiliary layer and dopant.
实施例52至实施例55Example 52 to Example 55
在形成发光辅助层时,使表2的化合物以1:6的重量比沉积,并作为掺杂剂而使用了表2的化合物,除此之外,通过与实施例40相同的方法形成了有机发光元件。When forming the luminescence assisting layer, the compounds in Table 2 were deposited at a weight ratio of 1:6, and the compounds in Table 2 were used as dopants, and an organic layer was formed by the same method as in Example 40. light emitting element.
比较例11至比较例18Comparative Example 11 to Comparative Example 18
作为发光辅助层和掺杂剂使用了表2所示的化合物,除此之外,以与实施例31相同的方法形成了有机发光元件。An organic light-emitting device was formed in the same manner as in Example 31 except that the compounds shown in Table 2 were used as the light-emitting auxiliary layer and dopant.
表2中示出了实施例40至实施例55、比较例11至比较例18的有机发光元件的电流效率、寿命以及色度。利用IVL测量装置(PhotoResearchPR650,Keithley238)而对电流效率、寿命、色度进行了评估。表2中的电流效率和寿命为相对于比较例10的电流效率和寿命的相对值。色度则利用CIE1931标准色度坐标而表示出。实施例40至实施例55、比较例11至比较例18的有机发光元件表现出红色发光特性。Table 2 shows the current efficiency, lifetime, and chromaticity of the organic light-emitting elements of Examples 40 to 55, and Comparative Examples 11 to 18. Current efficiency, lifetime, and chromaticity were evaluated using an IVL measurement device (PhotoResearch PR650, Keithley238). The current efficiency and lifetime in Table 2 are relative values with respect to the current efficiency and lifetime of Comparative Example 10. The chromaticity is represented by the CIE1931 standard chromaticity coordinates. The organic light-emitting elements of Example 40 to Example 55, and Comparative Example 11 to Comparative Example 18 exhibit red light emitting characteristics.
[表2][Table 2]
从表1和表2的数据可以确认如下事实:与比较例的有机发光元件相比,实施例的有机发光元件在电流效率和寿命方面更加优良。From the data in Table 1 and Table 2, it can be confirmed that the organic light-emitting elements of Examples are superior in current efficiency and lifetime compared with the organic light-emitting elements of Comparative Examples.
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| CN110520417A (en) * | 2017-08-28 | 2019-11-29 | 株式会社Lg化学 | Heterocyclic compound and organic light-emitting element using same |
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Also Published As
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| CN105529406B (en) | 2019-06-04 |
| KR102577004B1 (en) | 2023-09-13 |
| KR20160046296A (en) | 2016-04-28 |
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