TWI825375B - 有機發光元件以及用於有機發光元件的有機材料層的組成物 - Google Patents
有機發光元件以及用於有機發光元件的有機材料層的組成物 Download PDFInfo
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- TWI825375B TWI825375B TW109145512A TW109145512A TWI825375B TW I825375 B TWI825375 B TW I825375B TW 109145512 A TW109145512 A TW 109145512A TW 109145512 A TW109145512 A TW 109145512A TW I825375 B TWI825375 B TW I825375B
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- 239000011368 organic material Substances 0.000 title claims abstract description 39
- 239000000203 mixture Substances 0.000 title claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 165
- 239000000126 substance Substances 0.000 claims abstract description 114
- 125000004432 carbon atom Chemical group C* 0.000 claims description 227
- 125000003118 aryl group Chemical group 0.000 claims description 129
- 125000001072 heteroaryl group Chemical group 0.000 claims description 90
- 125000001424 substituent group Chemical group 0.000 claims description 54
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 50
- 229910052805 deuterium Inorganic materials 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 44
- 229910052739 hydrogen Inorganic materials 0.000 claims description 43
- 239000001257 hydrogen Substances 0.000 claims description 43
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 36
- 125000003277 amino group Chemical group 0.000 claims description 25
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 24
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 21
- 238000002347 injection Methods 0.000 claims description 19
- 239000007924 injection Substances 0.000 claims description 19
- 125000005843 halogen group Chemical group 0.000 claims description 16
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 12
- 230000000903 blocking effect Effects 0.000 claims description 10
- 230000005525 hole transport Effects 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 4
- -1 C20 alkylamine Chemical class 0.000 description 92
- 239000010410 layer Substances 0.000 description 92
- 239000000463 material Substances 0.000 description 55
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 49
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 40
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 39
- 125000001624 naphthyl group Chemical group 0.000 description 26
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 24
- 235000010290 biphenyl Nutrition 0.000 description 22
- 239000004305 biphenyl Substances 0.000 description 22
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 21
- 125000004988 dibenzothienyl group Chemical group C1(=CC=CC=2SC3=C(C21)C=CC=C3)* 0.000 description 19
- 239000002019 doping agent Substances 0.000 description 14
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 13
- 125000004122 cyclic group Chemical group 0.000 description 13
- 238000002360 preparation method Methods 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 12
- 238000000434 field desorption mass spectrometry Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 9
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 9
- 150000004945 aromatic hydrocarbons Chemical group 0.000 description 9
- 125000006267 biphenyl group Chemical group 0.000 description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 9
- 125000003107 substituted aryl group Chemical group 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 8
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 8
- 125000000623 heterocyclic group Chemical group 0.000 description 8
- 125000003367 polycyclic group Chemical group 0.000 description 8
- 239000010409 thin film Substances 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000000151 deposition Methods 0.000 description 5
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 5
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 5
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 5
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 229920001940 conductive polymer Polymers 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 229910052741 iridium Inorganic materials 0.000 description 4
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 125000002950 monocyclic group Chemical group 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 229920000767 polyaniline Polymers 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 3
- ABRVLXLNVJHDRQ-UHFFFAOYSA-N [2-pyridin-3-yl-6-(trifluoromethyl)pyridin-4-yl]methanamine Chemical compound FC(C1=CC(=CC(=N1)C=1C=NC=CC=1)CN)(F)F ABRVLXLNVJHDRQ-UHFFFAOYSA-N 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000004440 column chromatography Methods 0.000 description 3
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical group C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 3
- 235000019341 magnesium sulphate Nutrition 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 3
- 238000010898 silica gel chromatography Methods 0.000 description 3
- 125000003003 spiro group Chemical group 0.000 description 3
- 125000000335 thiazolyl group Chemical group 0.000 description 3
- 125000001544 thienyl group Chemical group 0.000 description 3
- CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- 125000005916 2-methylpentyl group Chemical group 0.000 description 2
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 description 2
- QLPKTAFPRRIFQX-UHFFFAOYSA-N 2-thiophen-2-ylpyridine Chemical compound C1=CSC(C=2N=CC=CC=2)=C1 QLPKTAFPRRIFQX-UHFFFAOYSA-N 0.000 description 2
- 239000005725 8-Hydroxyquinoline Substances 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- NSGDYZCDUPSTQT-UHFFFAOYSA-N N-[5-bromo-1-[(4-fluorophenyl)methyl]-4-methyl-2-oxopyridin-3-yl]cycloheptanecarboxamide Chemical compound Cc1c(Br)cn(Cc2ccc(F)cc2)c(=O)c1NC(=O)C1CCCCCC1 NSGDYZCDUPSTQT-UHFFFAOYSA-N 0.000 description 2
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000010405 anode material Substances 0.000 description 2
- WZJYKHNJTSNBHV-UHFFFAOYSA-N benzo[h]quinoline Chemical compound C1=CN=C2C3=CC=CC=C3C=CC2=C1 WZJYKHNJTSNBHV-UHFFFAOYSA-N 0.000 description 2
- 125000005878 benzonaphthofuranyl group Chemical group 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000010406 cathode material Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 125000005266 diarylamine group Chemical group 0.000 description 2
- 125000004987 dibenzofuryl group Chemical group C1(=CC=CC=2OC3=C(C21)C=CC=C3)* 0.000 description 2
- 125000005303 dithiazolyl group Chemical group S1SNC(=C1)* 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000004770 highest occupied molecular orbital Methods 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical class [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 description 2
- QWXYZCJEXYQNEI-OSZHWHEXSA-N intermediate I Chemical compound COC(=O)[C@@]1(C=O)[C@H]2CC=[N+](C\C2=C\C)CCc2c1[nH]c1ccccc21 QWXYZCJEXYQNEI-OSZHWHEXSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- YTIFDAAZLZVHIX-UHFFFAOYSA-N naphtho[1,2-g][1]benzofuran Chemical compound C1=CC=C2C3=CC=C4C=COC4=C3C=CC2=C1 YTIFDAAZLZVHIX-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229960003540 oxyquinoline Drugs 0.000 description 2
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 125000004076 pyridyl group Chemical group 0.000 description 2
- 125000000168 pyrrolyl group Chemical group 0.000 description 2
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 125000001113 thiadiazolyl group Chemical group 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 2
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 2
- 229910052727 yttrium Inorganic materials 0.000 description 2
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 2
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- ZRUWPSCSJYMLBP-UHFFFAOYSA-N (1-phenylnaphthalen-2-yl) trifluoromethanesulfonate Chemical compound FC(F)(F)S(=O)(=O)OC1=CC=C2C=CC=CC2=C1C1=CC=CC=C1 ZRUWPSCSJYMLBP-UHFFFAOYSA-N 0.000 description 1
- QBLFZIBJXUQVRF-UHFFFAOYSA-N (4-bromophenyl)boronic acid Chemical compound OB(O)C1=CC=C(Br)C=C1 QBLFZIBJXUQVRF-UHFFFAOYSA-N 0.000 description 1
- ICQAKBYFBIWELX-UHFFFAOYSA-N (4-naphthalen-2-ylphenyl)boronic acid Chemical compound C1=CC(B(O)O)=CC=C1C1=CC=C(C=CC=C2)C2=C1 ICQAKBYFBIWELX-UHFFFAOYSA-N 0.000 description 1
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- KBCFGSPOGWRMSI-UHFFFAOYSA-N 1,1'-biphenyl N,N-diphenylaniline Chemical compound C1(=CC=CC=C1)N(C1=CC=CC=C1)C1=CC=CC=C1.C1(=CC=CC=C1)C1=CC=CC=C1 KBCFGSPOGWRMSI-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006023 1-pentenyl group Chemical group 0.000 description 1
- LPCWDYWZIWDTCV-UHFFFAOYSA-N 1-phenylisoquinoline Chemical compound C1=CC=CC=C1C1=NC=CC2=CC=CC=C12 LPCWDYWZIWDTCV-UHFFFAOYSA-N 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- MYKQKWIPLZEVOW-UHFFFAOYSA-N 11h-benzo[a]carbazole Chemical group C1=CC2=CC=CC=C2C2=C1C1=CC=CC=C1N2 MYKQKWIPLZEVOW-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 1
- VFBJMPNFKOMEEW-UHFFFAOYSA-N 2,3-diphenylbut-2-enedinitrile Chemical group C=1C=CC=CC=1C(C#N)=C(C#N)C1=CC=CC=C1 VFBJMPNFKOMEEW-UHFFFAOYSA-N 0.000 description 1
- NRSBAUDUBWMTGL-UHFFFAOYSA-N 2-(1-benzothiophen-2-yl)pyridine Chemical compound S1C2=CC=CC=C2C=C1C1=CC=CC=N1 NRSBAUDUBWMTGL-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- JTMODJXOTWYBOZ-UHFFFAOYSA-N 2-methyl-n-phenylaniline Chemical compound CC1=CC=CC=C1NC1=CC=CC=C1 JTMODJXOTWYBOZ-UHFFFAOYSA-N 0.000 description 1
- MASRNHMQLRBLEG-UHFFFAOYSA-N 2-naphthalen-1-ylbenzotriazole Chemical compound C1=CC=C2C(N3N=C4C=CC=CC4=N3)=CC=CC2=C1 MASRNHMQLRBLEG-UHFFFAOYSA-N 0.000 description 1
- 125000006024 2-pentenyl group Chemical group 0.000 description 1
- XJRLKUOFBZMRBR-UHFFFAOYSA-N 2-phenylbenzotriazole Chemical compound C1=CC=CC=C1N1N=C2C=CC=CC2=N1 XJRLKUOFBZMRBR-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- VJHVLELNDFVKMS-UHFFFAOYSA-N 3-methoxy-2-phenylpyridine Chemical compound COC1=CC=CN=C1C1=CC=CC=C1 VJHVLELNDFVKMS-UHFFFAOYSA-N 0.000 description 1
- 125000006027 3-methyl-1-butenyl group Chemical group 0.000 description 1
- LOIBXBUXWRVJCF-UHFFFAOYSA-N 4-(4-aminophenyl)-3-phenylaniline Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1C1=CC=CC=C1 LOIBXBUXWRVJCF-UHFFFAOYSA-N 0.000 description 1
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Abstract
本發明是關於一種有機發光元件以及用於有機發光元件的有機材料層的組成物,有機發光元件包含由化學式1表示的化合物(A)及由化學式2至化學式4中的任一者表示的化合物(B)。
Description
本說明書是關於一種有機發光元件,以及用於有機發光元件的有機材料層的組成物。
本說明書主張2019年12月27日在韓國智慧財產局(Korean Intellectual Property Office)申請的韓國專利申請案第10-2019-0175843號的優先權及權益,所述申請案的全部內容以引用的方式併入本文中。
電致發光元件為一種類型的自動發光顯示元件,且具有優勢,所述優勢為具有廣視角及高回應速度且具有極佳對比度。
有機發光元件具有在兩個電極之間安置有機薄膜的結構。當將電壓施加至具有此結構的有機發光元件時,自兩個電極注入的電子及電洞在有機薄膜中結合且配對,且在所述電子及電洞湮滅時發光。視需要,有機薄膜可以單層或多層形成。
視需要,有機薄膜的材料可具有發光功能。舉例而言,作為有機薄膜的材料,可單獨使用能夠自身形成發光層的化合物,或亦可使用能夠起主體-摻雜劑類發光層的主體或摻雜劑作用的化合物。另外,亦可使用能夠起電洞注入、電洞傳輸、電子阻擋、電洞阻擋、電子傳輸、電子注入以及類似者作用的化合物作為有機薄膜的材料。
有機薄膜材料的發展已不斷要求增強有機發光元件的效能、使用壽命或效率。
[技術問題]
本說明書是關於提供一種有機發光元件,以及用於有機發光元件的有機材料層的組成物。
[技術解決方案]
本說明書的一個實施例提供一種有機發光元件,包含:第一電極;第二電極,與所述第一電極相對設置;以及一或多個有機材料層,設置於所述第一電極與所述第二電極之間,其中所述有機材料層中的一或多個層包含由以下化學式1表示的化合物(A)及由以下化學式2至化學式4中的任一者表示的化合物(B)。
[化學式1]
在化學式1中,
X1為O;S;或NR,
R1至R10各自獨立地由下述者所組成的族群中選出:氫;氘;鹵基;氰基;具有1個至60個碳原子的經取代或未經取代的烷基;具有2個至60個碳原子的經取代或未經取代的烯基;具有2個至60個碳原子的經取代或未經取代的炔基;具有1個至60個碳原子的經取代或未經取代的烷氧基;具有3個至60個碳原子的經取代或未經取代的環烷基;具有2個至60個碳原子的經取代或未經取代的雜環烷基;具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;經取代或未經取代的氧化膦基;以及經取代或未經取代的胺基,或相鄰兩個或大於兩個基團鍵結以形成經取代或未經取代的環,
R1至R10中的至少一者為-N-Het,且R1至R10中的其餘者中的至少一者為-(L)m
-Ar,
L為直接鍵;具有6個至60個碳原子的經取代或未經取代的伸芳基;或具有2個至60個碳原子的經取代或未經取代的伸雜芳基,
Ar為具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基,
N-Het為經取代或未經取代的具有2個至60個碳原子且包含一或多個N的單環雜芳基或多環雜芳基,
R為具有6個至60個碳原子的經取代或未經取代的芳基,
m為1至5的整數,且
當m為2或大於2的整數時,括弧中的取代基彼此相同或不同,
[化學式2]
[化學式3]
[化學式4]
在化學式2至化學式4中,
X2為O或S,
X3及X4各自獨立地為O;S;或CR'R",
L1至L6各自獨立地為直接鍵;具有6個至60個碳原子的經取代或未經取代的伸芳基;或具有2個至60個碳原子的經取代或未經取代的伸雜芳基,
l1至l6各自獨立地為1至5的整數,
A1至A4各自獨立地為鹵基;氰基;具有1個至60個碳原子的經取代或未經取代的烷基;具有3個至60個碳原子的經取代或未經取代的環烷基;具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基,
A5及A6各自獨立地為氫;氘;鹵基;氰基;具有1個至60個碳原子的經取代或未經取代的烷基;具有3個至60個碳原子的經取代或未經取代的環烷基;具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基,或A5及A6鍵結以形成經取代或未經取代的環,
R'、R"以及R31各自獨立地為氫;氘;鹵基;氰基;具有1個至60個碳原子的經取代或未經取代的烷基;具有3個至60個碳原子的經取代或未經取代的環烷基;具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基,
Het為具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基,
r31為1至4的整數,且
當l1至l6以及r31各自為2或大於2時,括弧中的取代基彼此相同或不同。
本說明書的另一實施例提供一種用於有機發光元件的有機材料層的組成物,所述組成物包含由化學式1表示的化合物(A)及由化學式2至化學式4中的任一者表示的化合物(B)。
[有利效應]
藉由在有機材料層中的一些中包含兩種類型的化合物,本說明書中所描述的有機發光元件能夠降低驅動電壓,增強光效率且增強元件中的使用壽命屬性。特定而言,所述兩種類型的化合物可用作有機發光元件的發光層材料。
當化學式1的化合物與化學式2、化學式3或化學式4的化合物一起包含於元件中時,歸因於具有有利的電洞傳輸能力的化學式2、化學式3或化學式4的化合物及具有有利的電子傳輸能力的化學式1的化合物的兩個分子之間的電子交換,發生激發複合物現象,所述激發複合物現象為釋放具有電子施體(p主體)HOMO能階及電子受體(n主體)LUMO能階的大小的能量的現象,其能夠降低驅動電壓且因而有助於增強效率及使用壽命。
在下文中,將更詳細地描述本說明書。
在本說明書中,某一部分「包含」某些組分意謂能夠更包含其他組分,且除非另有相反的特定陳述,否則不排除其他組分。
在本說明書中,T1
能量意謂三重態中的能階值。
在本說明書中,結構式的*意謂鍵結位置。
術語「取代」意謂鍵結至化合物的碳原子的氫原子改變為另一取代基,且取代的位置不受限制,只要所述位置為氫原子經取代的位置,亦即取代基可取代的位置即可,且當兩個或大於兩個取代基取代時,所述兩個或大於兩個取代基可彼此相同或不同。
在本說明書中,「經取代或未經取代的」意謂經由下述者所組成的族群中選出的一或多個取代基取代:氘;鹵基;氰基;C1至C60直鏈或分支鏈烷基;C2至C60直鏈或分支鏈烯基;C2至C60直鏈或分支鏈炔基;C3至C60單環或多環環烷基;C2至C60單環或多環雜環烷基;C6至C60單環或多環芳基;C2至C60單環雜芳基或多環雜芳基;-SiRR'R";-P(=O)RR';C1至C20烷基胺;C6至C60單環或多環芳胺;以及C2至C60單環雜芳基或多環雜芳基胺,或未經取代,或經鍵聯由上文示出的取代基當中選出的兩個或大於兩個取代基的取代基取代,或未經取代。R、R'以及R''彼此相同或不同,且各自獨立地為氫;氘;氰基;經取代或未經取代的烷基;經取代或未經取代的環烷基;經取代或未經取代的芳基;或經取代或未經取代的雜芳基。
在本說明書中,「化學式或化合物結構中未指示取代基的情況」意謂氫原子鍵結至碳原子。然而,由於氘(2
H)為氫的同位素,故一些氫原子可為氘。
在本申請案的一個實施例中,「化學式或化合物結構中未指示取代基的情況」可意謂可作為取代基出現的位置可全部為氫或氘。換言之,由於氘為氫的同位素,故一些氫原子可為作為同位素的氘,且在本文中,氘的含量可為0%至100%。
在本申請案的一個實施例中,在「化學式或化合物結構中未指示取代基的情況」下,當未明確地排除氘(諸如氘含量為0%,氫含量為100%或取代基全部為氫)時,氫及氘可混合於化合物中。
在本申請案的一個實施例中,氘為氫的同位素中的一者,為具有由一個質子及一個中子形成的氘核作為原子核的元素,且可表現為氫-2,且元素符號亦可書寫為D或2
H。
在本申請案的一個實施例中,同位素意謂具有相同原子數(Z)但具有不同質量數(A)的原子,且亦可解釋為具有相同數目個質子但具有不同數目個中子的元素。
在本申請案的一個實施例中,特定取代基的含量T%的含義可定義為T2/T1×100=T%,其中基礎化合物可具有的取代基的總數目定義為T1,且此等取代基當中的特定取代基的數目定義為T2。
換言之,在一個實例中,在由表示的苯基中具有20%氘含量意謂所述苯基可具有的取代基的總數目為5(式中的T1),且此等取代基當中氘的數目為1(式中的T2)。換言之,在苯基中具有20%氘含量可由以下結構式表示。
此外,在本申請案的一個實施例中,「具有0%氘含量的苯基」可意謂不包含氘原子的苯基,亦即具有5個氫原子的苯基。
在本說明書中,鹵素可為氟、氯、溴或碘。
在本說明書中,烷基包含具有1個至60個碳原子的直鏈或分支鏈,且可進一步經其他取代基取代。烷基的碳原子數可為1至60,具體而言1至40,且更具體而言1至20。其具體實例可包含甲基、乙基、丙基、正丙基、異丙基、丁基、正丁基、異丁基、三級丁基、二級丁基、1-甲基-丁基、1-乙基-丁基、戊基、正戊基、異戊基、新戊基、三級戊基、己基、正己基、1-甲基戊基、2-甲基戊基、4-甲基-2-戊基、3,3-二甲基丁基、2-乙基丁基、庚基、正庚基、1-甲基己基、環戊基甲基、環己基甲基、辛基、正辛基、三級辛基、1-甲基庚基、2-乙基己基、2-丙基戊基、正壬基、2,2-二甲基庚基、1-乙基-丙基、1,1-二甲基-丙基、異己基、2-甲基戊基、4-甲基己基、5-甲基己基以及類似者,但不限於此。
在本說明書中,烯基包含具有2個至60個碳原子的直鏈或分支鏈,且可進一步經其他取代基取代。烯基的碳原子數可為2至60,具體而言2至40,且更具體而言2至20。其具體實例可包含乙烯基、1-丙烯基、異丙烯基、1-丁烯基、2-丁烯基、3-丁烯基、1-戊烯基、2-戊烯基、3-戊烯基、3-甲基-1-丁烯基、1,3-丁二烯基、烯丙基、1-苯基乙烯基-1-基、2-苯基乙烯基-1-基、2,2-二苯基乙烯基-1-基、2-苯基-2-(萘基-1-基)乙烯基-1-基、2,2-雙(二苯基-1-基)乙烯基-1-基、芪基、苯乙烯基以及類似者,但不限於此。
在本說明書中,炔基包含具有2個至60個碳原子的直鏈或分支鏈,且可進一步經其他取代基取代。炔基的碳原子數可為2至60,具體而言2至40,且更具體而言2至20。
在本說明書中,烷氧基可為直鏈、分支鏈或環狀。烷氧基的碳原子數不受特定限制,但較佳為1至20。其具體實例可包含甲氧基、乙氧基、正丙氧基、異丙氧基、正丁氧基、異丁氧基、三級丁氧基、二級丁氧基、正戊氧基、新戊氧基、異戊氧基、正己氧基、3,3-二甲基丁氧基、2-乙基丁氧基、正辛氧基、正壬氧基、正癸氧基、苄氧基、對甲基苄氧基以及類似者,但不限於此。
在本說明書中,環烷基包含具有3個至60個碳原子的單環或多環,且可進一步經其他取代基取代。在本文中,多環意謂其中環烷基直接鍵聯至其他環狀基團或與其他環狀基團稠合的基團。在本文中,其他環狀基團可為環烷基,但亦可為不同類型的環狀基團,諸如雜環烷基、芳基以及雜芳基。環烷基的碳基團數可為3至60,具體而言3至40,且更具體而言5至20。其具體實例可包含環丙基、環丁基、環戊基、3-甲基環戊基、2,3-二甲基環戊基、環己基、3-甲基環己基、4-甲基環己基、2,3-二甲基環己基、3,4,5-三甲基環己基、4-三級丁基環己基、環庚基、環辛基以及類似者,但不限於此。
在本說明書中,雜環烷基包含作為雜原子的O、S、Se、N或Si,包含具有2個至60個碳原子的單環或多環,且可進一步經其他取代基取代。在本文中,多環意謂其中雜環烷基直接鍵聯至其他環狀基團或與其他環狀基團稠合的基團。在本文中,其他環狀基團可為雜環烷基,但亦可為不同類型的環狀基團,諸如環烷基、芳基以及雜芳基。雜環烷基的碳原子數可為2至60,具體而言2至40,且更具體而言3至20。
在本說明書中,芳基包含具有6個至60個碳原子的單環或多環,且可進一步經其他取代基取代。在本文中,多環意謂其中芳基直接鍵聯至其他環狀基團或與其他環狀基團稠合的基團。在本文中,其他環狀基團可為芳基,但亦可為不同類型的環狀基團,諸如環烷基、雜環烷基以及雜芳基。芳基包含螺基團。芳基的碳原子數可為6至60,具體而言6至40,且更具體而言6至25。芳基的具體實例可包含苯基、聯苯基、聯三苯基、萘基、蒽基、屈基、菲基、苝基、芴蒽基、聯伸三苯基、丙烯合萘基、芘基、稠四苯基、稠五苯基、芴基、茚基、苊基、苯并芴基、螺聯芴基、2,3-二氫-1H-茚基、其稠環基團以及類似者,但不限於此。
在本說明書中,芴基可經取代,且相鄰取代基可彼此鍵結以形成環。
當芴基經取代時,可包含、、、、、以及類似者,然而,結構不限於此。
在本說明書中,雜芳基包含O、S、Se、N或Si作為雜原子,包含具有2個至60個碳原子的單環或多環,且可進一步經其他取代基取代。在本文中,多環意謂其中雜芳基直接鍵聯至其他環狀基團或與其他環狀基團稠合的基團。在本文中,其他環狀基團可為雜芳基,但亦可為不同類型的環狀基團,諸如環烷基、雜環烷基以及芳基。雜芳基的碳原子數可為2至60,具體而言2至40,且更具體而言3至25。雜芳基的具體實例可包含吡啶基、吡咯基、嘧啶基、嗒口井基、呋喃基、噻吩基、咪唑基、吡唑基、口咢唑基、異口咢唑基、噻唑基、異噻唑基、三唑基、呋呫基(furazanyl group)、口咢二唑基、噻二唑基、二噻唑基、四唑基、哌喃基、硫代哌喃基、二口井基、口咢 口井基、噻口井基、二氧炔基(dioxynyl group)、三口井基、四口井基、喹啉基、異喹啉基、喹唑啉基、異喹唑啉基、喹嗪啉基、萘啶基、吖啶基、啡啶基(phenanthridinyl group)、咪唑并吡啶基、二吖萘基、三吖茚基、吲哚基、吲哚口井基、苯并噻唑基、苯并口咢唑基、苯并咪唑基、苯并噻吩基、苯并呋喃基、二苯并噻吩基、二苯并呋喃基、咔唑基、苯并咔唑基、二苯并咔唑基、啡口井基(phenazinyl group)、二苯并噻咯基、螺二(二苯并噻咯)、二氫啡口井基、啡口咢 口井基、菲啶基(phenanthridyl group)、咪唑并吡啶基、噻吩基、吲哚并[2,3-a]咔唑基、吲哚并[2,3-b]咔唑基、吲哚啉基、10,11-二氫-二苯并[b,f]氮呯基、9,10-二氫吖啶基、啡口井基(phenanthrazinyl group)、啡噻口井基、呔口井基、萘吲啶基(naphthylidinyl group)、啡啉基、苯并[c][1,2,5]噻二唑基、2,3-二氫苯并[b]噻吩基、2,3-二氫苯并呋喃基、5,10-二氫苯并[b,e][1,4]氮雜矽啉基、吡唑并[1,5-c]喹唑啉基、吡啶并[1,2-b]吲唑基、吡啶并[1,2-a]咪唑并[1,2-e]吲哚啉基、5,11-二氫茚并[1,2-b]咔唑基以及類似者,但不限於此。
在本說明書中,氧化膦基由-P(=O)(R101)(R102)表示,且R101及R102彼此相同或不同,且可各自獨立地為由下述者中的至少一者形成的取代基:氫、氘、鹵素、烷基、烯基、烷氧基、環烷基、芳基;以及雜芳基。氧化膦基可具體地經芳基取代,且作為所述芳基,上文所描述的實例可適用。氧化膦基的實例可包含氧化二甲基膦基、氧化二苯基膦基、氧化二萘基膦基以及類似者,但不限於此。
在本說明書中,胺基由-N(R103)(R104)表示,且R103及R104彼此相同或不同,且可各自獨立地為由下述者中的至少一者形成的取代基:氫;氘;鹵基;烷基;烯基;烷氧基;環烷基;芳基;以及雜芳基。胺基可由下述者所組成的族群中選出:-NH2
;單烷基胺基;單芳基胺基;單雜芳基胺基;二烷基胺基;二芳基胺基;二雜芳基胺基;烷基芳基胺基;烷基雜芳基胺基;以及芳基雜芳基胺基,且儘管不受其特定限制,但碳原子數較佳為1至30。胺基的具體實例可包含甲胺基、二甲胺基、乙胺基、二乙胺基、苯胺基、萘胺基、聯苯胺基、二聯苯胺基、蒽胺基、9-甲基-蒽胺基、二苯胺基、苯基萘胺基、二甲苯胺基、苯基甲苯胺基、三苯胺基、聯苯萘胺基、苯基聯苯胺基、聯苯芴胺基、苯基聯伸三苯基胺基、聯苯聯伸三苯基胺基以及類似者,但不限於此。
在本說明書中,伸芳基及伸雜芳基分別為二價芳基及二價雜芳基,且上文所描述的芳基及雜芳基的實例可適用。
在本說明書中,「相鄰」基團可意謂取代直接鍵聯至由對應取代基取代的原子的原子的取代基、在空間上最靠近對應取代基定位的取代基,或取代由對應取代基取代的原子的另一取代基。舉例而言,取代苯環中的鄰位的兩個取代基及取代脂族環中的同一碳的兩個取代基可解釋為彼此「相鄰」的基團。
相鄰基團可形成的環可包含脂族烴環、芳族烴環、脂族雜環以及芳族雜環,且作為脂族烴環、芳族烴環、脂族雜環以及芳族雜環,除不為單價基團的結構之外,上文所描述的示出為環烷基、芳基、雜環烷基以及雜芳基的結構可適用。
根據本說明書的一個實施例的有機發光元件包含有機材料層,所述有機材料層包含化合物(A)及化合物(B)。
化合物(A)由化學式1表示,且藉由將萘并苯并呋喃、萘并苯并噻吩或苯并咔唑結構引入含有N的電子接受取代基(N-Het)與推電子取代基(Ar)之間而具有適合用作主體的恰當帶隙(2.7電子伏至3.3電子伏),且具有誘發由共軛的擴展及分子結構平面度的擴展引起的T1
能量的降低的結構。自量測結果發現如上所述降低的T1
能量值在2.18電子伏至2.48電子伏之間,且由於此值在紅色摻雜劑的T1
能量(2.0電子伏至2.10電子伏)與通常使用的主體相鄰層(電子阻擋層、電洞傳輸層)的T1
能量(2.5電子伏至2.7電子伏)之間,且因此能量可高效傳輸至摻雜劑。此外,分子結構平面度的增加在降低驅動電壓方面是重要的,此是由於其增加分子之間的重疊度且由此促進電子流入及傳輸。
在本說明書的一個實施例中,L可為直接鍵;具有6個至60個碳原子的經取代或未經取代的伸芳基;或具有2個至60個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L為直接鍵;具有6個至40個碳原子的經取代或未經取代的伸芳基;或具有2個至40個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L可為直接鍵;具有6個至30個碳原子的經取代或未經取代的伸芳基;或具有2個至30個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L為直接鍵;或具有6個至30個碳原子的經取代或未經取代的伸芳基。
在本說明書的一個實施例中,L可為直接鍵;伸苯基;聯伸二苯基;或二價萘基。
在本說明書的一個實施例中,Ar為具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基。
在本說明書的一個實施例中,Ar為具有6個至40個碳原子的經取代或未經取代的芳基;具有2個至40個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基。
在本說明書的一個實施例中,Ar為具有6個至30個碳原子的經取代或未經取代的芳基;具有2個至30個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基。
在本說明書的一個實施例中,Ar為具有6個至30個碳原子的經取代或未經取代的芳基;或具有2個至30個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,Ar可為經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的聯三苯基;經取代或未經取代的萘基;經取代或未經取代的芴基;經取代或未經取代的二苯并呋喃基;或經取代或未經取代的二苯并噻吩基。
在本說明書的一個實施例中,Ar可為未經取代或經芳基取代的苯基;聯苯基;聯三苯基;未經取代或經芳基取代的萘基;未經取代或經烷基或苯基取代的芴基;二苯并呋喃基;或二苯并噻吩基。
在本說明書的一個實施例中,N-Het為經取代或未經取代的具有2個至60個碳原子且包含一或多個N的單環雜芳基或多環雜芳基。
在本說明書的一個實施例中,N-Het可由以下結構式當中選出。
在所述結構式中,
Y5至Y8彼此相同或不同,且各自為直接鍵;O;S;或N(R105),
Z1為N或C(R106),
R101至R104以及R106各自獨立地由下述者所組成的族群中選出:氫;氘;鹵基;氰基;具有1個至60個碳原子的經取代或未經取代的烷基;具有2個至60個碳原子的經取代或未經取代的烯基;具有2個至60個碳原子的經取代或未經取代的炔基;具有1個至60個碳原子的經取代或未經取代的烷氧基;具有3個至60個碳原子的經取代或未經取代的環烷基;具有2個至60個碳原子的經取代或未經取代的雜環烷基;具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;經取代或未經取代的氧化膦基;以及經取代或未經取代的胺基,或彼此相鄰的兩個或大於兩個基團彼此鍵結以形成經取代或未經取代的脂族烴環、經取代或未經取代的芳族烴環、經取代或未經取代的脂族雜環或經取代或未經取代的芳族雜環,
R105為具有6個至60個碳原子的經取代或未經取代的芳基,
r101為1或2,
r102至r104各自為1至5的整數,且
當r101為2且r102至r104為2或大於2時,括弧中的取代基彼此相同或不同。
在本說明書的一個實施例中,R101至R104各自獨立地由下述者所組成的族群中選出:氫;氘;具有6個至60個碳原子的經取代或未經取代的芳基;以及具有2個至60個碳原子的經取代或未經取代的雜芳基,或彼此相鄰的兩個或大於兩個基團可彼此鍵結以形成經取代或未經取代的脂族烴環、經取代或未經取代的芳族烴環、經取代或未經取代的脂族雜環或經取代或未經取代的芳族雜環。
在本說明書的一個實施例中,R101至R104各自獨立地由下述者所組成的族群中選出:氫;氘;具有6個至40個碳原子的經取代或未經取代的芳基;以及具有2個至40個碳原子的經取代或未經取代的雜芳基,或彼此相鄰的兩個或大於兩個基團可彼此鍵結以形成經取代或未經取代的脂族烴環、經取代或未經取代的芳族烴環、經取代或未經取代的脂族雜環或經取代或未經取代的芳族雜環。
在本說明書的一個實施例中,R101至R104各自獨立地由下述者所組成的族群中選出:氫;氘;具有6個至20個碳原子的經取代或未經取代的芳基;以及具有2個至20個碳原子的經取代或未經取代的雜芳基,或彼此相鄰的兩個或大於兩個基團可彼此鍵結以形成經取代或未經取代的脂族烴環、經取代或未經取代的芳族烴環、經取代或未經取代的脂族雜環或經取代或未經取代的芳族雜環。
在本說明書的一個實施例中,R101至R104各自獨立地由下述者所組成的族群中選出:氫;氘;經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的聯三苯基;經取代或未經取代的萘基;經取代或未經取代的二苯并呋喃基;經取代或未經取代的二苯并噻吩基;經取代或未經取代的咔唑基;經取代或未經取代的苯并咔唑基;以及經取代或未經取代的芴基,或彼此相鄰的兩個或大於兩個基團可彼此鍵結以形成經取代或未經取代的脂族烴環、經取代或未經取代的芳族烴環、經取代或未經取代的脂族雜環或經取代或未經取代的芳族雜環。
在本說明書的一個實施例中,R101至R104各自獨立地由下述者所組成的族群中選出:氫;氘;未經取代或經芳基或雜芳基取代的苯基;聯苯基;未經取代或經芳基取代的萘基;二苯并呋喃基;二苯并噻吩基;未經取代或經芳基取代的咔唑基;苯并咔唑基;二甲基芴基;二苯基芴基;以及9,9'-螺二[芴],或彼此相鄰的兩個或大於兩個基團可彼此鍵結以形成經取代或未經取代的脂族烴環、經取代或未經取代的芳族烴環、經取代或未經取代的脂族雜環或經取代或未經取代的芳族雜環。
在本說明書的一個實施例中,R101至R104可各自獨立地由下述者所組成的族群中選出:氫;氘;具有6個至60個碳原子的經取代或未經取代的芳基;以及具有2個至60個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,R101至R104可各自獨立地由下述者所組成的族群中選出:氫;氘;具有6個至30個碳原子的經取代或未經取代的芳基;以及具有2個至30個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,R101至R104可各自獨立地由下述者所組成的族群中選出:氫;氘;經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的聯三苯基;經取代或未經取代的萘基;經取代或未經取代的芴基;經取代或未經取代的咔唑基;經取代或未經取代的二苯并呋喃基;以及經取代或未經取代的二苯并噻吩基。
在本說明書的一個實施例中,R101至R104可各自獨立地由下述者所組成的族群中選出:氫;氘;未經取代或經芳基或雜芳基取代的苯基;聯苯基;聯三苯基;未經取代或經芳基取代的萘基;未經取代或經烷基或芳基取代的芴基;9,9'-螺二[芴];未經取代或經芳基取代的咔唑基;二苯并呋喃基;以及二苯并噻吩基。
在本說明書的一個實施例中,R1至R10的不為-N-Het或-(L)m
-Ar的其餘者可為氫;氘;或具有6個至60個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,R1至R4的不為-N-Het或-(L)m
-Ar的其餘者可為氫;氘;或具有6個至60個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,R1至R4的不為-N-Het或-(L)m
-Ar的其餘者可為氫;氘;或具有6個至30個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,R1至R4的不為-N-Het或-(L)m
-Ar的其餘者可為氫;氘;經取代或未經取代的苯基;經取代或未經取代的聯苯基;或經取代或未經取代的萘基。
在本說明書的一個實施例中,R1至R4的不為-N-Het或-(L)m
-Ar的其餘者可為氫;氘;苯基;聯苯基;或萘基。
在本說明書的一個實施例中,R5至R8可各自獨立地為氫;氘;或具有6個至60個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,R5至R8可為氫或氘。
在本說明書的一個實施例中,R5至R8可為氫。
在本說明書的一個實施例中,R105可為苯基;或萘基。
在本說明書的一個實施例中,化學式1可由以下化學式1-1表示。
[化學式1-1]
在化學式1-1中,
X1、R1至R4、R9以及R10各自具有與化學式1中相同的定義,
R1至R4中的任一者為-N-Het或-(L)m
-Ar,
i)當R1至R4中的任一者為-N-Het時,R9及R10中的任一者為-(L)m
-Ar,
ii)當R1至R4中的任一者為-(L)m
-Ar時,R9及R10中的任一者為-N-Het,且
N-Het、L、Ar以及m各自具有與化學式1中相同的定義。
在本說明書的一個實施例中,化學式1可由以下化合物中的任一者表示,但不限於此。
在本說明書的一個實施例中,有機材料層可包含化學式1的化合物(A)及由化學式2表示的化合物(B)。
在本說明書的一個實施例中,化學式2的L1可為直接鍵;具有6個至40個碳原子的經取代或未經取代的伸芳基;或具有2個至40個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L1可為直接鍵;具有6個至30個碳原子的經取代或未經取代的伸芳基;或具有2個至30個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L1可為直接鍵;或具有6個至30個碳原子的經取代或未經取代的伸芳基。
在本說明書的一個實施例中,L1可為直接鍵;或伸苯基。
在本說明書的一個實施例中,A1可為具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基。
在本說明書的一個實施例中,A1可為具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基。
在另一實施例中,A1可為經取代或未經取代的胺基。
在本說明書的一個實施例中,A1可為未經取代或經一或多個由下述者所組成的族群中選出的取代基取代的胺基:經取代或未經取代的芳基及經取代或未經取代的雜芳基。
在本說明書的一個實施例中,A1可為未經取代或經一或多個由下述者所組成的族群中選出的取代基取代的胺基:未經取代的芳基、經烷基取代的芳基、經芳基取代的芳基、經雜芳基取代的芳基,以及雜芳基。
在本說明書的一個實施例中,A1可為未經取代或經一或多個由下述者所組成的族群中選出的取代基取代的胺基:苯基、聯苯基、萘基、經烷基取代的芴基、經萘基取代的苯基、經二苯并呋喃基取代的苯基、經二苯并噻吩基取代的苯基、二苯并呋喃基、二苯并噻吩基以及苯并萘并呋喃基。
在本說明書的一個實施例中,Het可為具有6個至40個碳原子的經取代或未經取代的芳基;或具有2個至40個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,Het可為具有2個至40個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,Het可由以下結構式A或結構式B表示。
[結構式A]
[結構式B]
在結構式A及結構式B中,
*為鍵結至化學式2的位置,
R111及R112為氫;氘;或具有6個至60個碳原子的經取代或未經取代的芳基,
r111為1至8的整數,
r112為1至10的整數,且
當r111及r112各自為2或大於2時,括弧中的取代基彼此相同或不同。
在本說明書的一個實施例中,化學式2可由以下化學式2-1表示。
[化學式2-1]
在化學式2-1中,
X2、Het、L1以及l1具有與化學式2中相同的定義,
L11及L12各自獨立地為直接鍵;具有6個至60個碳原子的經取代或未經取代的伸芳基;或具有2個至60個碳原子的經取代或未經取代的伸雜芳基,且
A11及A12各自獨立地為具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,L11及L12可各自獨立地為直接鍵;或具有6個至40個碳原子的經取代或未經取代的伸芳基。
在本說明書的一個實施例中,L11及L12可各自獨立地為直接鍵;或具有6個至20個碳原子的經取代或未經取代的伸芳基。
在本說明書的一個實施例中,L11及L12可各自獨立地為直接鍵;或具有6個至20個碳原子的伸芳基。
在本說明書的一個實施例中,L11及L12可各自獨立地為直接鍵;或伸苯基。
在本說明書的一個實施例中,A11及A12可各自獨立地為經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的萘基;經取代或未經取代的芴基;經取代或未經取代的二苯并呋喃基;經取代或未經取代的二苯并噻吩基;或經取代或未經取代的苯并萘并呋喃基。
在本說明書的一個實施例中,A11及A12可各自獨立地為未經取代或經萘基、二苯并呋喃基或二苯并噻吩基取代的苯基;聯苯基;萘基;經烷基取代的芴基;二苯并呋喃基;二苯并噻吩基;或苯并萘并呋喃基。
在本說明書的一個實施例中,化學式2可由以下化合物中的任一者表示,但不限於此。
在本說明書的一個實施例中,有機材料層可包含化學式1的化合物(A)及由化學式3表示的化合物(B)。
在本說明書的一個實施例中,化學式3的X3及X4各自獨立地為O;S;或CR'R"。
在本發明書的一個實施例中,X3為O或S。
在本說明書的一個實施例中,X4為CR'R",且R'及R"可各自獨立地為具有1個至60個碳原子的經取代或未經取代的烷基;或具有6個至60個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,X4為CR'R",且R'及R"可各自獨立地為具有1個至30個碳原子的經取代或未經取代的烷基;或具有6個至30個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,X4為CR'R",且R'及R"可各自獨立地為具有1個至10個碳原子的經取代或未經取代的烷基;或具有6個至20個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,X4為CR'R",且R'及R"可各自獨立地為具有1個至10個碳原子的烷基;或具有6個至20個碳原子的芳基。
在本說明書的一個實施例中,X4為CR'R",且R'及R"可各自獨立地為甲基;或苯基。
在本說明書的一個實施例中,R31可為氫;氘;鹵基;氰基;具有1個至60個碳原子的經取代或未經取代的烷基;具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,R31可為氫;氘;鹵基;氰基;具有1個至30個碳原子的經取代或未經取代的烷基;具有6個至30個碳原子的經取代或未經取代的芳基;或具有2個至30個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,R31可為氫;或氘。
在本說明書的一個實施例中,R31為氫。
在本說明書的一個實施例中,L2可為直接鍵;具有6個至40個碳原子的經取代或未經取代的伸芳基;或具有2個至40個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L2可為直接鍵;具有6個至30個碳原子的經取代或未經取代的伸芳基;或具有2個至30個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L2可為直接鍵;經取代或未經取代的伸苯基;經取代或未經取代的聯伸二苯基;經取代或未經取代的二價萘基;經取代或未經取代的二價聯伸三苯基;經取代或未經取代的二價芴基;經取代或未經取代的二價二苯并呋喃基;經取代或未經取代的二價二苯并噻吩基;或經取代或未經取代的苯并萘并呋喃基。
在本說明書的一個實施例中,L2可為直接鍵;伸苯基;聯伸二苯基;二價萘基;二價聯伸三苯基;二價芴基;二價二苯并呋喃基;二價二苯并噻吩基;或苯并萘并呋喃基。
在本說明書的一個實施例中,L2可為具有6個至40個碳原子的經取代或未經取代的伸芳基;或具有2個至40個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L2可為經取代或未經取代的伸苯基;經取代或未經取代的聯伸二苯基;經取代或未經取代的二價萘基;經取代或未經取代的二價聯伸三苯基;經取代或未經取代的二價芴基;經取代或未經取代的二價二苯并呋喃基;經取代或未經取代的二價二苯并噻吩基;或經取代或未經取代的苯并萘并呋喃基。
在本說明書的一個實施例中,L2可為伸苯基;聯伸二苯基;二價萘基;二價聯伸三苯基;二價芴基;二價二苯并呋喃基;二價二苯并噻吩基;或苯并萘并呋喃基。
在本說明書的一個實施例中,A2可為具有6個至60個碳原子的經取代或未經取代的芳基;具有2個至60個碳原子的經取代或未經取代的雜芳基;或經取代或未經取代的胺基。
在本說明書的一個實施例中,A2可為具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基。
在另一實施例中,A2可為經取代或未經取代的胺基。
在本說明書的一個實施例中,A2可為未經取代或經一或多個由下述者所組成的族群中選出的取代基取代的胺基:經取代或未經取代的芳基及經取代或未經取代的雜芳基。
在本說明書的一個實施例中,A2可為未經取代或經一或多個由下述者所組成的族群中選出的取代基取代的胺基:未經取代的芳基、經烷基取代的芳基、經芳基取代的芳基、經雜芳基取代的芳基,以及雜芳基。
在本說明書的一個實施例中,A2可為未經取代或經一或多個由下述者所組成的族群中選出的取代基取代的胺基:苯基、聯苯基、聯三苯基、萘基、聯伸三苯基、經烷基取代的芴基、經芳基取代的芴基、經烷基取代的苯基、經萘基取代的苯基、經芴基(其經烷基取代)取代的苯基、經二苯并呋喃基取代的苯基、經二苯并噻吩基取代的苯基、二苯并呋喃基,以及二苯并噻吩基。
在本說明書的一個實施例中,化學式3可由以下化學式3-1表示。
[化學式3-1]
在化學式3-1中,
X3、R31、r31、L2以及l2具有與化學式3中相同的定義,
L21及L22各自獨立地為直接鍵;具有6個至60個碳原子的經取代或未經取代的伸芳基;或具有2個至60個碳原子的經取代或未經取代的伸雜芳基,
A21及A22各自獨立地為具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基,且
R32及R33各自獨立地為具有1個至60個碳原子的經取代或未經取代的烷基;或具有6個至60個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,L21及L22可各自獨立地為直接鍵;具有6個至30個碳原子的經取代或未經取代的伸芳基;或具有2個至30個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L21及L22可各自獨立地為直接鍵;或具有6個至30個碳原子的經取代或未經取代的伸芳基。
在本說明書的一個實施例中,L21及L22可各自獨立地為直接鍵;經取代或未經取代的伸苯基;或經取代或未經取代的聯伸二苯基。
在本說明書的一個實施例中,L21及L22可各自獨立地為直接鍵;伸苯基;或聯伸二苯。
在本說明書的一個實施例中,A21及A22可各自獨立地為經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的聯三苯基;經取代或未經取代的萘基;經取代或未經取代的聯伸三苯基;經取代或未經取代的芴基;經取代或未經取代的二苯并呋喃基;或經取代或未經取代的二苯并噻吩基。
在本說明書的一個實施例中,A21及A22可各自獨立地為未經取代或經烷基、芳基或雜芳基取代的苯基;聯苯基;聯三苯基;萘基;聯伸三苯基;未經取代或經烷基或芳基取代的芴基;二苯并呋喃基;或二苯并噻吩基。
在本說明書的一個實施例中,R32及R33可各自獨立地為具有1個至30個碳原子的經取代或未經取代的烷基;或具有6個至30個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,R32及R33可各自獨立地為具有1個至10個碳原子的經取代或未經取代的烷基;或具有6個至20個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,R32及R33可各自獨立地為具有1個至10個碳原子的烷基;或具有6個至20個碳原子的芳基。
在本說明書的一個實施例中,R32及R33可各自獨立地為甲基;或苯基。
在本說明書的一個實施例中,化學式3可由以下化合物中的任一者表示,但不限於此。
在本說明書的一個實施例中,有機材料層可包含化學式1的化合物(A)及由化學式4表示的化合物(B)。
在本說明書的一個實施例中,L3至L6可各自獨立地為直接鍵;具有6個至40個碳原子的經取代或未經取代的伸芳基;或具有2個至40個碳原子的經取代或未經取代的伸雜芳基。
在本說明書的一個實施例中,L3至L6可各自獨立地為直接鍵;或具有6個至40個碳原子的經取代或未經取代的伸芳基。
在本說明書的一個實施例中,L3至L6可各自獨立地為直接鍵;經取代或未經取代的伸苯基;經取代或未經取代的聯伸二苯基;或經取代或未經取代的伸蒽基。
在本說明書的一個實施例中,L4可為直接鍵;經取代或未經取代的伸苯基;經取代或未經取代的聯伸二苯基;或經取代或未經取代的伸蒽基。
在本說明書的一個實施例中,L3可為直接鍵;或經取代或未經取代的伸苯基。
在本發明書的一個實施例中,L5及L6各自獨立地為直接鍵;或經取代或未經取代的伸苯基。
在本說明書的一個實施例中,A3可為具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,A3可為具有6個至40個碳原子的經取代或未經取代的芳基;或具有2個至40個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,A3可為經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的聯三苯基;經取代或未經取代的萘基;經取代或未經取代的芴基;經取代或未經取代的二苯并呋喃基;或經取代或未經取代的二苯并噻吩基。
在本說明書的一個實施例中,A3可為苯基;聯苯基;聯三苯基;萘基;未經取代或經烷基或芳基取代的芴基;9,9'-螺二[芴];螺[芴-9,9'-二苯并哌喃];二苯并呋喃基;或二苯并噻吩基。
在本說明書的一個實施例中,A4可為氰基;具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,A4可為氰基;經取代或未經取代的苯基;經取代或未經取代的聯苯基;經取代或未經取代的聯三苯基;經取代或未經取代的萘基;經取代或未經取代的蒽基;經取代或未經取代的聯伸三苯基;經取代或未經取代的菲基;經取代或未經取代的芴基;經取代或未經取代的咔唑基;經取代或未經取代的二苯并呋喃基;或經取代或未經取代的二苯并噻吩基。
在本說明書的一個實施例中,A4可為氰基;未經取代或經氰基或芳基取代的苯基;聯苯基;聯三苯基;未經取代或經芳基取代的萘基;未經取代或經芳基取代的蒽基;聯伸三苯基;菲基;未經取代或經烷基或芳基取代的芴基;9,9'-螺二[芴];螺[芴-9,9'-二苯并哌喃];未經取代或經芳基取代的咔唑基;二苯并呋喃基;或二苯并噻吩基。
當A4為經取代或未經取代的咔唑時,咔唑的鍵結位置可為吡咯環的N或苯環的C。
在本說明書的一個實施例中,A5及A6各自獨立地為氫;氘;具有1個至60個碳原子的經取代或未經取代的烷基;具有6個至60個碳原子的經取代或未經取代的芳基;或具有2個至60個碳原子的經取代或未經取代的雜芳基,或彼此相鄰的基團可鍵結以形成經取代或未經取代的環。
在本說明書的一個實施例中,A5及A6可各自獨立地為具有1個至30個碳原子的經取代或未經取代的烷基;具有6個至30個碳原子的經取代或未經取代的芳基;或具有2個至30個碳原子的經取代或未經取代的雜芳基。
在本說明書的一個實施例中,A5及A6可各自獨立地為具有1個至30個碳原子的經取代或未經取代的烷基,或具有6個至30個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,A5及A6可各自獨立地為具有1個至10個碳原子的經取代或未經取代的烷基,或具有6個至20個碳原子的經取代或未經取代的芳基。
在本說明書的一個實施例中,A5及A6可各自獨立地為經取代或未經取代的甲基;或經取代或未經取代的苯基。
在另一實施例中,A5及A6可彼此鍵結以形成經取代或未經取代的環。
在本說明書的一個實施例中,A5及A6可彼此鍵結以形成經取代或未經取代的脂族烴環;經取代或未經取代的脂族雜環;經取代或未經取代的芳族烴環;或經取代或未經取代的芳族雜環。
在本說明書的一個實施例中,A5及A6可彼此鍵結以形成或。
在本說明書的一個實施例中,化學式4可由以下化學式4-1表示。
[化學式4-1]
在化學式4-1中,
各取代基具有與化學式4中相同的定義。
在本說明書的一個實施例中,化學式4可由以下化合物中的任一者表示,但不限於此。
在本說明書的一個實施例中,有機材料層可包含重量比為1:10至10:1的化合物(A)及化合物(B),且重量比可較佳為1:8至8:1、1:5至5:1,或1:2至2:1。
在本說明書的一個實施例中,有機材料層包含化合物(A)及化合物(B),且可與其一起使用磷光摻雜劑。
在本說明書的一個實施例中,有機材料層包含化合物(A)及化合物(B),且可與其一起使用銥類摻雜劑。
作為磷光摻雜劑的材料,可使用所屬技術領域中已知的彼等材料。舉例而言,可使用由LL'MX'、LL'L''M、LMX'X''、L2
MX'以及L3
M表示的磷光摻雜劑材料,然而,本揭露內容的範圍不限於此等實例。
在本文中,L、L'、L"、X'以及X"為彼此不同的雙齒配位體,且M為形成八面體錯合物的金屬。
M可包含銥、鉑、鋨以及類似者。
L、L'以及L"為藉由sp2碳及雜原子與作為銥類摻雜劑的M配位的陰離子雙齒配位體,且L、L'以及L"的非限制性實例可包含1-苯基異喹啉、2-(1-萘基)苯并口咢唑、2-苯基苯并口咢唑、2-苯并噻唑、7,8-苯并喹啉、噻吩基吡啶、苯基吡啶、苯并噻吩基吡啶、3-甲氧基-2-苯基吡啶、噻吩基吡啶、甲苯吡啶以及類似者。
X'及X"可起作用以捕獲電子或電洞,且X'及X"的非限制性實例可包含乙醯基丙酮酸酯(acetylacetonate;acac)、六氟乙醯基丙酮酸酯、亞柳基、吡啶甲酸酯(picolinate)、8-羥基喹啉以及類似者。
在本說明書的一個實施例中,作為銥類摻雜劑,(piq)2
(Ir)(acac)可用作紅色磷光摻雜劑。
在本說明書的一個實施例中,以整個發光層計,摻雜劑的含量可為1%至15%,較佳為1%至10%,且更佳為1%至5%。
除使用上文所描述的化合物(A)及化合物(B)形成有機材料層中的一或多者之外,可使用常用有機發光元件製造方法及材料來製造根據本說明書的一個實施例的有機發光元件。
當製造有機發光元件時,化合物(A)及化合物(B)可經由溶液塗佈法以及真空沈積法形成有機材料層。在本文中,溶液塗佈法意謂旋塗、浸塗、噴墨印刷、網板印刷、噴霧法、滾塗法以及類似者,但不限於此。
本揭露內容的有機發光元件的有機材料層可以單層結構形成,但可以層壓兩個或大於兩個有機材料層的多層結構形成。舉例而言,本揭露內容的有機發光元件可具有結構,所述結構包含電洞注入層、電洞傳輸層、發光層、電子傳輸層、電子注入層以及類似者作為有機材料層。然而,有機發光元件的結構不限於此,且可包含少量有機材料層。
具體而言,根據本申請案的一個實施例的有機發光元件包含:第一電極;第二電極;以及一或多個有機材料層,設置於所述第一電極與所述第二電極之間,且所述有機材料層中的一或多個層包含化合物(A)及化合物(B)。
在本說明書的一個實施例中,第一電極可為陽極,且第二電極可為陰極。
在本說明書的另一實施例中,第一電極可為陰極,且第二電極可為陽極。
在本說明書的有機發光元件中,有機材料層包含發光層,且所述發光層可包含化合物(A)及化合物(B)。
在另一有機發光元件中,有機材料層包含發光層,所述發光層包含主體,且所述主體可包含化合物(A)及化合物(B)。
當組合化合物(A)及化合物(B)以形成主體時,相較於使用單一主體時獲得更有利的效率及使用壽命。在一個元件中,每一主體具有物理屬性,所述物理屬性具有相對較快電子遷移或相對較快電洞遷移。當使用一種類型的主體時,此類屬性使得難以控制發光層中的電荷平衡。然而,單一主體的此類相對屬性可藉由混合兩個主體來補償,且可有效地改善元件的驅動、使用壽命以及效率。因此,當使用兩種類型的主體時,使用壽命、效率以及驅動的結果取決於比的改變而變化,且如何組合不同主體為最重要任務。
在本說明書的一個實施例中,化合物(A)可用作N型主體材料,且化合物(B)可用作P型主體材料。
在本說明書的一個實施例中,有機發光元件可為藍色有機發光元件,且化合物(A)及化合物(B)可用作藍色有機發光元件的材料。舉例而言,化合物(A)及化合物(B)可包含於藍色有機發光元件的發光層的主體材料中。
在本說明書的另一實施例中,有機發光元件可為綠色有機發光元件,且化合物(A)及化合物(B)可用作綠色有機發光元件的材料。舉例而言,化合物(A)及化合物(B)可包含於綠色有機發光元件的發光層的主體材料中。
在本說明書的另一實施例中,有機發光元件可為紅色有機發光元件,且化合物(A)及化合物(B)可用作紅色有機發光元件的材料。舉例而言,化合物(A)及化合物(B)可包含於紅色有機發光元件的發光層的主體材料中。
本揭露內容的有機發光元件可更包含由下述者所組成的族群中選出的一個、兩個或大於兩個層:發光層、電洞注入層、電洞傳輸層、電子注入層、電子傳輸層、電子阻擋層以及電洞阻擋層。
圖1至圖3示出根據本說明書的一個實施例的有機發光元件的電極及有機材料層的層壓次序。然而,本申請案的範圍不限於此等圖,且所屬技術領域中已知的有機發光元件的結構亦可用於本申請案中。
圖1示出有機發光元件,其中陽極200、有機材料層300以及陰極400連續層壓於基板100上。然而,所述結構不限於此結構,且如圖2中所示出,亦可獲得其中陰極、有機材料層以及陽極連續層壓於基板上的有機發光元件。
圖3示出有機材料層為多層的情況。根據圖3的有機發光元件包含電洞注入層301、電洞傳輸層302、發光層303、電洞阻擋層304、電子傳輸層305以及電子注入層306。然而,本申請案的範圍不限於此層壓結構,且視需要,可不包含除發光層以外的層,且可進一步添加其他所需功能層。
視需要,包含化合物(A)及化合物(B)的有機材料層可更包含其他材料。
在根據本說明書的一個實施例的有機發光元件中,下文示出除化合物(A)及化合物(B)以外的材料,然而,此等材料僅是出於說明性目的且不用於限制本申請案的範圍,且可由所屬技術領域中已知的材料替代。
作為陽極材料,可使用具有相對較大功函數的材料,且可使用透明的導電氧化物、金屬、導電聚合物或類似者。陽極材料的具體實例包含:金屬,諸如釩、鉻、銅、鋅以及金,或其合金;金屬氧化物,諸如氧化鋅、氧化銦、氧化銦錫(indium tin oxides;ITO)以及氧化銦鋅(indium zinc oxides;IZO);金屬與氧化物的組合,諸如ZnO:Al或SnO2
:Sb;導電聚合物,諸如聚(3-甲基噻吩)、聚[3,4-(伸乙基-1,2-二氧基)噻吩](poly[3,4-(ethylene-1,2-dioxy)thiophene];PEDOT)、聚吡咯以及聚苯胺,以及類似者,但不限於此。
作為陰極材料,可使用具有相對較小功函數的材料,且可使用金屬、金屬氧化物、導電聚合物或類似者。陰極材料的具體實例包含:金屬,諸如鎂、鈣、鈉、鉀、鈦、銦、釔、鋰、釓、鋁、銀、錫以及鉛,或其合金;多層結構材料,諸如LiF/Al或LiO2
/Al,以及類似者,但不限於此。
作為電洞注入材料,可使用已知的電洞注入材料,且例如可使用下述者:酞菁化合物,諸如美國專利第4,356,429號中所揭露的銅酞菁;或星爆型胺衍生物(starburst-type amine derivative),諸如描述於文獻[高級材料(Advanced Material), 6, 第677頁(1994)]中的三(4-肼甲醯基-9-基苯基)胺(TCTA)、4,4',4"-三[苯基(間甲苯基)胺基]三苯胺(m-MTDATA)或1,3,5-三[4-(3-甲基苯基苯基胺基)苯基]苯(m-MTDAPB);作為具有溶解度的導電聚合物的聚苯胺/十二烷基苯磺酸、聚(3,4-伸乙二氧基噻吩)/聚(4-苯乙烯磺酸脂)、聚苯胺/樟腦磺酸或聚苯胺/聚(4-苯乙烯磺酸酯);以及類似者。
作為電洞傳輸材料,可使用吡唑啉衍生物、芳胺類衍生物、二苯乙烯衍生物、三苯基二胺衍生物以及類似者,且亦可使用低分子或高分子材料。
作為電子傳輸材料,可使用口咢二唑衍生物的金屬錯合物、蒽醌二甲烷及其衍生物、苯醌及其衍生物、萘醌及其衍生物、蒽醌及其衍生物、四氰蒽醌二甲烷及其衍生物、芴酮衍生物、二苯基二氰乙烯及其衍生物、聯苯醌衍生物、8-羥基喹啉及其衍生物以及類似者,且亦可使用高分子材料以及低分子材料。
作為電子注入材料的實例,LiF通常用於所屬技術領域中,然而,本申請案不限於此。
作為發光材料,可使用發紅光、綠光或藍光的材料,且視需要可混合及使用兩種或大於兩種發光材料。在本文中,兩種或大於兩種發光材料可藉由沈積為個別供應源或藉由預混合及沈積為一個供應源而使用。此外,螢光材料亦可用作發光材料,然而,亦可使用磷光材料。作為發光材料,可單獨使用藉由鍵結分別自陽極及陰極注入的電子及電洞來發光的材料,然而,亦可使用具有共同參與發光的主體材料及摻雜劑材料的材料。
當混合發光材料主體時,可混合相同系列主體,或可混合不同系列主體。舉例而言,可選擇N型主體材料或P型主體材料當中的任何兩種或大於兩種類型的材料,且用作發光層的主體材料。
取決於所使用的材料,根據本說明書的一個實施例的有機發光元件可為頂部發光型、底部發光型或雙向發光型。
根據本說明書的一個實施例的多環化合物亦可根據用於有機發光元件中的類似原理來用於包含有機太陽能電池、有機光導體、有機電晶體以及類似者的有機電子元件中。
此外,藉由將各種取代基引入至化學式1以及化學式2至化學式4的結構中,可精細控制能帶隙,且同時,增強有機材料之間的界面處的屬性,且材料應用可變得多樣化。
本說明書的另一實施例提供一種用於有機發光元件的有機材料層的組成物,所述組成物包含由化學式1表示的化合物(A)及由化學式2至化學式4中的任一者表示的化合物(B)。
關於由化學式1表示的化合物(A)及由化學式2至化學式4中的任一者表示的化合物(B)的具體描述與上文所提供的描述相同。
由化學式1表示的化合物(A)及由化學式2至化學式4中的任一者表示的化合物(B)在組成物中可具有1:10至10:1、1:8至8:1、1:5至5:1或1:2至2:1的重量比,然而,重量比不限於此。
在本說明書的一個實施例中,組成物具有其中兩種或大於兩種化合物簡單地混合的形式,且呈粉末狀態的材料可在形成有機發光元件的有機材料層之前混合,或呈液態的化合物可在適當溫度或高於適當溫度下混合。組成物在每一材料的熔點之下呈固態,且可藉由調節溫度而維持液態。
組成物可更包含所屬技術領域中已知的材料,諸如溶劑及添加劑。
組成物可在形成有機發光元件的有機材料時使用,且特定而言,可更佳地在形成發光層的主體時使用。
在下文中,本說明書將參考實例更詳細地進行描述,然而,此等僅出於說明性目的,且本申請案的範圍不限於此。[ 製備實例 1] 製備化合物 1-1
合成化合物1-1-2
將化合物1-1-3(8-溴-5-氯萘[2,1-b]苯并呋喃)(5公克,13.5毫莫耳)、化合物SM1((4-(萘-2-基)苯基)硼酸(boronic acid))(4.6公克,16.2毫莫耳)、Pd(PPh3
)4
(四(三苯基膦)鈀(0))(0.8公克,0.67毫莫耳)以及K2
CO3
(3.7公克,27毫莫耳)引入至250毫升圓底燒瓶中,且在產生氮氣氛圍之後,向其中引入1,4-二口咢烷(80毫升)及H2
O(20毫升),且在120℃下攪拌混合物12小時。在反應完成之後,將反應溫度降至室溫,且將所得物用水洗滌且用二氯甲烷萃取。將所萃取有機溶液用Mg2
SO4
乾燥,且接著濃縮。將所得物矽膠管柱層析且再結晶以獲得白色固體化合物1-1-2(2.9公克,6.5毫莫耳,產率48%)。
合成化合物1-1-1
將化合物1-1-2(2.9公克,6.5毫莫耳)、4,4,4',4',5,5,5',5'八甲基- 2,2'-雙(1,3,2-二口咢硼烷)(2.5公克,9.8毫莫耳)、Pd2
(dba)3
(三(二亞苄基丙酮)二鈀(0))(0.3公克,0.3毫莫耳)、XPhos(2-二環己基膦-2',4',6'-三異丙基聯苯)(1.2公克,2.6毫莫耳)以及KOAc(1.3公克,13毫莫耳)引入至100毫升圓底燒瓶中,且在產生氮氣氛圍之後,向其中引入1,4-二口咢烷(50毫升),且在110℃下攪拌混合物3小時。在反應完成之後,將反應溫度降至室溫,且將所得物用水洗滌且用二氯甲烷萃取。將所萃取有機溶液用Mg2
SO4
乾燥,且接著濃縮。將所得物矽膠管柱層析且再結晶以獲得白色固體化合物1-1-1(3.0公克,5.54毫莫耳,產率85%)。
合成化合物1-1
將化合物1-1-1(3.0公克,5.54毫莫耳)、化合物SM2(2-氯-4,6-二苯基-1,3,5-三口井)(1.8公克,6.6毫莫耳)、Pd(PPh3
)4
(0.3公克,0.27毫莫耳)以及K2
CO3
(1.5公克,11毫莫耳)引入至100毫升圓底燒瓶中,且在產生氮氣氛圍之後,向其中引入1,4-二口咢烷(40毫升)及H2
O(10毫升),且在120℃下攪拌混合物4小時。在反應完成之後,將反應溫度降至室溫,且將所得物用水洗滌且用二氯甲烷萃取。將所萃取有機溶液用Mg2
SO4
乾燥,且接著濃縮。將所得物矽膠管柱層析且再結晶以獲得黃色固體化合物1-1(3.1公克,4.7毫莫耳,產率85%)。
除使用下表1的中間物A而非化合物SM1且使用下表1的中間物B而非化合物SM2之外,以與製備實例1相同的方式合成目標化合物。
[表1]
[ 製備實例 2] 製備化合物 2 -57
合成化合物2-57-1
化合物編號 | 中間物A | 中間物B | 目標化合物 | 產率 |
1-7 | 20% | |||
1-23 | 26% | |||
1-26 | 22% | |||
1-29 | 23% | |||
1-34 | 25% | |||
1-35 | 24% | |||
1-39 | 22% | |||
1-40 | 26% | |||
1-45 | 23% |
在氮氣氛圍下,將化合物2-57-2(9-(二苯并[b,d]噻吩-2-基)-9H-咔唑)(20公克,57.2毫莫耳)引入至500毫升圓底燒瓶中,且在向其中引入四氫呋喃(tetrahydrofuran;THF)(200毫升)之後,在-78℃下攪拌混合物。此後,向其中緩慢滴加2.5 M正丁基鋰溶液(n-butyllithium;n-BuLi)(23毫升,57.2毫莫耳),且在攪拌30分鐘之後,向其中緩慢滴加硼酸三甲酯(B(Ome)3
)(9.6毫升,85.8毫莫耳),且攪拌所得物。在反應完成之後,將所得物用乙酸乙酯(ethyl acetate;EA)/H2
O萃取、濃縮、用MgSO4
處理且接著濃縮,以獲得白色固體化合物2-57-1(19.1公克,48.6毫莫耳,產率85.0%)。
合成化合物2-57
將化合物2-57-1(15公克,38.1毫莫耳)、化合物2-57-3(N-([1,1'-聯苯]-4-基)-N-(4-溴苯基)-[1,1'-聯苯]-4-胺)(18.1公克,38.1毫莫耳)、Pd(PPh3
)4
(2.2公克,1.9毫莫耳)以及K2
CO3
(13.1公克,95.3毫莫耳)引入至500毫升圓底燒瓶中,且在向其中引入1,4-二口咢烷/H2
O(200毫升/40毫升)之後,在160℃下攪拌混合物。在反應完成之後,將溫度降至室溫,且將所得物用MC/H2
O洗滌且接著濃縮。藉由二氯甲烷(methylene chloride;MC):己烷=1:1(v/v)管柱純化所得物,以獲得白色固體化合物2-57(26.3公克,35.3毫莫耳,產率92.7%)。
除使用下表2的中間物C而非化合物2-57-2且使用下表2的中間物D而非化合物2-57-3之外,以與製備實例2相同的方式合成目標化合物。
[表2]
[ 製備實例 3] 製備化合物 3 -1
合成化合物3-1
化合物編號 | 中間物C | 中間物D | 目標化合物 | 產率 |
2-55 | 91% | |||
2-56 | 90% | |||
2-111 | 90% | |||
2-112 | 90% | |||
2-133 | 85% | |||
2-160 | 80% |
在將化合物3-1-1(4-氯-10,10-二甲基-10H-苯并[b]茚并[2,1-d]噻吩)(5公克,17.56毫莫耳)、化合物3-1-2(N-([1,1'-聯苯]-4-基)-N-(4-(4,4,5,5-四甲基-1,3,2-二口咢硼烷-2-基)苯基)-[1,1'-聯苯]-4-胺)(9公克,17.56毫莫耳)、Pd2
(dba)3
(1.6公克,1.75毫莫耳)、XPhos(1.7公克,3.52毫莫耳)以及K2
CO3
(5公克,35.12毫莫耳)溶解於1,4-二口咢烷/H2
O(70毫升/15毫升)中之後,在100℃下攪拌混合物15小時。將反應完成的混合物溶液溶解於過量二氯甲烷(dichloromethane;DCM)中,且用水萃取。將有機層用無水MgSO4
乾燥,且接著矽膠過濾。對於過濾的濾液,使用旋轉蒸發器移除溶劑,且對所得物進行管柱層析<MC/己烷(Hex)(己烷(hexane))=1/2>以獲得黃色固體化合物3-1(5.6公克,產率50%)。
除使用下表3的中間物E而非化合物3-1-1且使用下表3的中間物F而非化合物3-1-2之外,以與製備實例3相同的方式合成目標化合物。
[表3]
[ 製備實例 4] 製備化合物 4-125
合成化合物4-125-1
化合物編號 | 中間物E | 中間物F | 目標化合物 | 產率 |
3-1 | 50% | |||
3-28 | 57% | |||
3-48 | 70% | |||
3-50 | 65% | |||
3-52 | 59% | |||
3-61 | 55% | |||
3-62 | 66% | |||
3-63 | 55% | |||
3-78 | 45% | |||
3-97 | 59% | |||
3-121 | 66% | |||
3-145 | 57% | |||
3-162 | 62% | |||
3-181 | 45% | |||
3-182 | 51% | |||
3-216 | 52% | |||
3-229 | 48% | |||
3-247 | 61% | |||
3-261 | 55% | |||
3-264 | 59% | |||
3-276 | 58% | |||
3-294 | 60% |
在將化合物4-125-2(三氟甲烷磺酸1-苯基萘-2-基酯)(21.7公克,61.52毫莫耳)及化合物C1((4-溴苯基)硼酸)(12.97公克,64.60毫莫耳)溶解於甲苯(300毫升)、乙醇(60毫升)以及H2
O(60毫升)中之後,向其中引入Pd(PPh3
)4
(3.56公克,3.08毫莫耳)及K2
CO3
(25.51公克,184.56毫莫耳),且在回流下攪拌混合物2小時。在反應完成之後,將MC引入至反應溶液中以溶解,且用蒸餾水萃取所得物,且用無水MgSO4
乾燥有機層。接著,使用旋轉蒸發器移除溶劑,且藉由管柱層析使用二氯甲烷及己烷作為展開溶劑純化所得物以獲得化合物4-125-1(16.35公克,產率74%)。
合成化合物4-125
在將化合物4-125-1(7.14公克,19.87毫莫耳)及化合物C2(N-(4-(9,9-二甲基-9H-芴-2-基)苯基)菲-9-胺)(9.17公克,19.87毫莫耳)溶解於甲苯(140毫升)中之後,向其中引入Pd(dba)2
(1.14公克,1.99毫莫耳)、P(t-Bu)3
(1.65毫升,3.97毫莫耳)以及t-BuONa(3.82公克,39.74毫莫耳),且在回流下攪拌混合物12小時。在反應完成之後,將MC引入至反應溶液中以溶解,且用蒸餾水萃取所得物,且用無水MgSO4
乾燥有機層。接著,使用旋轉蒸發器移除溶劑,且藉由管柱層析使用二氯甲烷及己烷作為展開溶劑純化所得物以獲得化合物4-125(12.79公克,產率87%)。
除使用下表4的中間物G而非化合物4-125-2、使用下表4的中間物H而非化合物C1且使用下表4的中間物I而非化合物C2之外,以與製備實例4相同的方式合成目標化合物。
[表4]
化合物編號 | 中間物G | 中間物H | 中間物I | 目標化合物 | 產率 |
4-3 | 81% | ||||
4-16 | 62% | ||||
4-21 | 76% | ||||
4-22 | 78% | ||||
4-30 | 86% | ||||
4-32 | 91% | ||||
4-38 | 62% | ||||
4-69 | 78% | ||||
4-81 | 77% | ||||
4-83 | 69% | ||||
4-92 | 83% |
下表5至表8以及表9至表12繪示各自使用上述製備方法合成的化合物的FD-MS及1
H-NMR資料,且經由以下資料,鑑定目標化合物的合成。
[表5]
[表6]
[表7]
[表8]
[表9]
[表10]
[表11]
[表12]
[實驗實例]
<實驗實例1>
1)製造有機發光元件
化合物 | FD-MS | 化合物 | FD-MS |
1-1 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-2 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-3 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-4 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-5 | m/z=691.23 (C49 H29 N3 O2 =691.77) | 1-6 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-7 | m/z=625.22 (C45 H27 N3 O=625.72) | 1-8 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-9 | m/z=691.26 (C50 H33 N3 O=691.82) | 1-10 | m/z=717.28 (C52 H35 N3 O=717.85) |
1-11 | m/z=767.29 (C56 H37 N3 O=767.91) | 1-12 | m/z=765.28 (C56 H35 N3 O=765.90) |
1-13 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-14 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-15 | m/z=767.29 (C56 H37 N3 O=767.91) | 1-16 | m/z=765.28 (C56 H35 N3 O=765.90) |
1-17 | m/z=630.18 (C44 H26 N2 OS=630.76) | 1-18 | m/z=630.18 (C44 H26 N2 OS=630.76) |
1-19 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-20 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-21 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-22 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-23 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-24 | m/z=717.28 (C52 H35 N3 O=717.85) |
1-25 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-26 | m/z=677.25 (C49 H31 N3 O=677.79) |
1-27 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-28 | m/z=631.17 (C43 H25 N3 OS=631.74) |
1-29 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-30 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-31 | m/z=701.25 (C51 H31 N3 O=701.81) | 1-32 | m/z=817.27 (C59 H35 N3 O2 =817.93) |
1-33 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-34 | m/z=777.28 (C57 H35 N3 O=777.91) |
1-35 | m/z=803.29 (C59 H37 N3 O=803.94) | 1-36 | m/z=803.29 (C59 H37 N3 O=803.94) |
1-37 | m/z=803.29 (C59 H37 N3 O=803.94) | 1-38 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-39 | m/z=777.28 (C57 H35 N3 O=777.91) | 1-40 | m/z=777.28 (C57 H35 N3 O=777.91) |
1-41 | m/z=777.28 (C57 H35 N3 O=777.91) | 1-42 | m/z=817.31 (C60 H39 N3 O=817.97) |
1-43 | m/z=843.32 (C62 H41 N3 O=844.01) | 1-44 | m/z=765.28 (C56 H35 N3 O=765.90) |
1-45 | m/z=777.28 (C57 H35 N3 O=777.91) | 1-46 | m/z=777.28 (C57 H35 N3 O=777.91) |
1-47 | m/z=680.19 (C48 H28 N2 OS=680.81) | 1-48 | m/z=756.22 (C54 H32 N2 OS=756.91) |
1-49 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-50 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-51 | m/z=741.24 (C53 H31 N3 O2 =741.83) | 1-52 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-53 | m/z=777.28 (C57 H35 N3 O=777.91) | 1-54 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-55 | m/z=777.28 (C57 H35 N3 O=777.91) | 1-56 | m/z=767.29 (C56 H37 N3 O=767.91) |
1-57 | m/z=767.29 (C56 H37 N3 O=767.91) | 1-58 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-59 | m/z=889.31(C66 H39 N3 O=890.04) | 1-60 | m/z=891.32 (C66 H41 N3 O=892.05) |
1-61 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-62 | m/z=767.29 (C56 H37 N3 O=767.91) |
1-63 | m/z=680.19 (C48 H28 N2 OS=680.81) | 1-64 | m/z=680.19 (C48 H28 N2 OS=680.81) |
1-65 | m/z=665.21 (C47 H27 N3 O2 =665.74) | 1-66 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-67 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-68 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-69 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-70 | m/z=701.25 (C51 H31 N3 O=701.81) |
1-71 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-72 | m/z=701.25 (C51 H31 N3 O=701.81) |
1-73 | m/z=625.22 (C45 H27 N3 O=625.72) | 1-74 | m/z=651.23 (C47 H29 N3 O=651.75) |
1-75 | m/z=691.26 (C50 H33 N3 O=691.82) | 1-76 | m/z=815.29 (C60 H37 N3 O=815.96) |
1-77 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-78 | m/z=741.24 (C53 H31 N3 O2 =741.83) |
1-79 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-80 | m/z=843.32 (C62 H41 N3 O=844.01) |
1-81 | m/z=741.24 (C53 H31 N3 O2 =741.83) | 1-82 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-83 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-84 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-85 | m/z=777.28 (C57 H35 N3 O=777.91) | 1-86 | m/z=817.31 (C60 H39 N3 O=817.97) |
1-87 | m/z=843.32 (C62 H41 N3 O=844.01) | 1-88 | m/z=765.28 (C56 H35 N3 O=765.90) |
1-89 | m/z=717.28 (C52 H35 N3 O=717.85) | 1-90 | m/z=777.28 (C57 H35 N3 O=777.91) |
1-91 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-92 | m/z=767.29 (C56 H37 N3 O=767.91) |
1-93 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-94 | m/z=691.26 (C50 H33 N3 O=691.82) |
1-95 | m/z=717.28 (C52 H35 N3 O=717.85) | 1-96 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-97 | m/z=843.32 (C62 H41 N3 O=844.01) | 1-98 | m/z=753.28 (C55 H35 N3 O=753.89) |
1-99 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-100 | m/z=807.29 (C58 H37 N3 O2 =807.93) |
1-101 | m/z=717.28 (C52 H35 N3 O=717.85) | 1-102 | m/z=717.28 (C52 H35 N3 O=717.85) |
1-103 | m/z=807.29 (C58 H37 N3 O2 =807.93) | 1-104 | m/z=767.29 (C56 H37 N3 O=767.91) |
1-105 | m/z=767.29 (C56 H37 N3 O=767.91) | 1-106 | m/z=843.32 (C62 H41 N3 O=844.01) |
1-107 | m/z=741.28 (C54 H35 N3 O=741.88) | 1-108 | m/z=767.29 (C56 H37 N3 O=767.91) |
1-109 | m/z=727.26 (C53 H33 N3 O=727.85) | 1-110 | m/z=691.26 (C50 H33 N3 O=691.82) |
1-111 | m/z=601.22 (C43 H27 N3 O=601.69) | 1-112 | m/z=670.21 (C47 H30 N2 OS=670.82) |
1-113 | m/z=753.28 (C55 H35 N3 O=753.89) | 1-114 | m/z=753.28 (C55 H35 N3 O=753.89) |
1-115 | m/z=691.23 (C49 H29 N3 O2 =691.77) | 1-116 | m/z=803.29 (C59 H37 N3 O=803.94) |
1-117 | m/z=803.29 (C59 H37 N3 O=803.94) | 1-118 | m/z=803.29 (C59 H37 N3 O=803.94) |
1-119 | m/z=677.25 (C49 H31 N3 O=677.79) | 1-120 | m/z=727.26 (C53 H33 N3 O=727.85) |
1-121 | m/z=869.34 (C64 H43 N3 O=870.05) | 1-122 | m/z=869.34 (C64 H43 N3 O=870.05) |
1-123 | m/z=706.21 (C50 H30 N2 OS=706.85) | 1-124 | m/z=822.27 (C59 H38 N2 OS=823.01) |
1-125 | m/z=741.24 (C53 H31 N3 O2 =741.83) | 1-126 | m/z=691.23 (C49 H29 N3 O2 =691.77) |
1-127 | m/z=781.24 (C55 H31 N3 O3 =781.85) | 1-128 | m/z=691.23 (C49 H29 N3 O2 =691.77) |
1-129 | m/z=707.20 (C49 H29 N3 OS=707.84) | 1-130 | m/z=707.20 (C49 H29 N3 OS=707.84) |
1-131 | m/z=757.22 (C53 H31 N3 OS=757.90) | 1-132 | m/z=736.16 (C50 H28 N2 OS2 =736.90) |
1-133 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-134 | m/z=617.19 (C43 H27 N3 S=617.76) |
1-135 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-136 | m/z=667.21 (C47 H29 N3 S=667.82) |
1-137 | m/z=707.20 (C49 H29 N3 OS=707.84) | 1-138 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-139 | m/z=641.19 (C45 H27 N3 S=641.78) | 1-140 | m/z=667.21 (C47 H29 N3 S=667.82) |
1-141 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-142 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-143 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-144 | m/z=667.21 (C47 H29 N3 S=667.82) |
1-145 | m/z=646.15 (C44 H26 N2 S2 =646.82) | 1-146 | m/z=646.15 (C44 H26 N2 S2 =646.82) |
1-147 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-148 | m/z=667.21 (C47 H29 N3 S=667.82) |
1-149 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-150 | m/z=693.22 (C49 H31 N3 S=693.86) |
1-151 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-152 | m/z=647.15 (C43 H25 N3 S2 =647.81) |
1-153 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-154 | m/z=793.26 (C57 H35 N3 S=793.97) |
1-155 | m/z=819.27 (C59 H37 N3 S=820.01) | 1-156 | m/z=819.27 (C59 H37 N3 S=820.01) |
1-157 | m/z=819.27 (C59 H37 N3 S=820.01) | 1-158 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-159 | m/z=793.26 (C57 H35 N3 S=793.97) | 1-160 | m/z=793.26 (C57 H35 N3 S=793.97) |
1-161 | m/z=793.26 (C57 H35 N3 S=793.97) | 1-162 | m/z=833.29 (C60 H39 N3 S=834.04) |
1-163 | m/z=859.30 (C62 H41 N3 S=860.07) | 1-164 | m/z=907.30 (C66 H41 N3 S=908.12) |
1-165 | m/z=793.26 (C57 H35 N3 S=793.97) | 1-166 | m/z=793.26 (C57 H35 N3 S=793.97) |
1-167 | m/z=696.17 (C48 H28 N2 S2 =696.88) | 1-168 | m/z=772.20 (C54 H32 N2 S2 =772.98) |
1-169 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-170 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-171 | m/z=757.22 (C53 H31 N3 OS=757.90) | 1-172 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-173 | m/z=793.26 (C57 H35 N3 S=793.97) | 1-174 | m/z=667.21 (C47 H29 N3 S=667.82) |
1-175 | m/z=793.26 (C57 H35 N3 S=793.97) | 1-176 | m/z=783.27 (C56 H37 N3 S=783.98) |
1-177 | m/z=783.27 (C56 H37 N3 S=783.98) | 1-178 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-179 | m/z=783.27 (C56 H37 N3 S=783.98) | 1-180 | m/z=907.30 (C66 H41 N3 S=908.12) |
1-181 | m/z=681.19 (C47 H27 N3 OS=681.80) | 1-182 | m/z=667.21 (C47 H29 N3 S=667.82) |
1-183 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-184 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-185 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-186 | m/z=757.22 (C53 H31 N3 OS=757.90) |
1-187 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-188 | m/z=859.30 (C62 H41 N3 S=860.07) |
1-189 | m/z=757.22 (C53 H31 N3 OS=757.90) | 1-190 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-191 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-192 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-193 | m/z=793.26 (C57 H35 N3 S=793.97) | 1-194 | m/z=833.29 (C60 H39 N3 S=834.04) |
1-195 | m/z=859.30 (C62 H41 N3 S=860.07) | 1-196 | m/z=781.26 (C56 H35 N3 S=781.96) |
1-197 | m/z=733.26 (C52 H35 N3 S=733.92) | 1-198 | m/z=793.26 (C57 H35 N3 S=793.97) |
1-199 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-200 | m/z=783.27 (C56 H37 N3 S=783.98) |
1-201 | m/z=667.21 (C47 H29 N3 S=667.82) | 1-202 | m/z=707.24 (C50 H33 N3 S=707.88) |
1-203 | m/z=733.26 (C52 H35 N3 S=733.92) | 1-204 | m/z=743.24 (C53 H33 N3 S=743.91) |
1-205 | m/z=859.30 (C62 H41 N3 S=860.07) | 1-206 | m/z=769.26 (C55 H35 N3 S=769.95) |
1-207 | m/z=743.24 (C53 H33 N3 S=743.91) | 1-208 | m/z=823.27 (C58 H37 N3 OS=824.00) |
1-209 | m/z=651.23 (C47 H29 N3 O=651.75) | 1-210 | m/z=677.25 (C49 H31 N3 O=677.79) |
1-211 | m/z=615.19 (C43 H25 N3 O2 =615.68) | 1-212 | m/z=601.22 (C43 H27 N3 O=601.69) |
1-213 | m/z=677.25 (C49 H31 N3 O=677.79) | 1-214 | m/z=525.18 (C37 H23 N3 O=525.60) |
1-215 | m/z=525.18 (C37 H23 N3 O=525.60) | 1-216 | m/z=816.29 (C59 H36 N4 O=816.94) |
1-217 | m/z=690.24 (C49 H30 N4 O=690.79) | 1-218 | m/z=766.27 (C55 H34 N4 O=766.88) |
1-219 | m/z=766.27 (C55 H34 N4 O=766.88) | 1-220 | m/z=740.26 (C53 H32 N4 O=740.85) |
1-221 | m/z=782.25 (C55 H34 N4 S=782.95) | 1-222 | m/z=756.23 (C53 H32 N4 S=756.91) |
1-223 | m/z=740.26 (C53 H32 N4 O=740.85) | 1-224 | m/z=740.26 (C53 H32 N4 O=740.85) |
1-225 | m/z=541.16 (C37 H23 N3 S=541.66) | 1-226 | m/z=541.16 (C37 H23 N3 S=541.66) |
1-227 | m/z=641.19 (C45 H27 N3 S=641.78) | 1-228 | m/z=717.22 (C51 H31 N3 S=717.88) |
化合物 | FD-MS | 化合物 | FD-MS |
2-1 | m/z=592.7600 (C42H28N2S, 592.1973) | 2-2 | m/z=592.7600 (C42H28N2S, 592.1973) |
2-3 | m/z=668.8580 (C48H32N2S, 668.2286) | 2-4 | m/z=668.8580 (C48H32N2S, 668.2286) |
2-5 | m/z=668.8580 (C48H32N2S, 668.2286) | 2-6 | m/z=566.7220 (C40H26N2S, 566.1817) |
2-7 | m/z=642.8200 (C46H30N2S, 642.2130) | 2-8 | m/z=642.8200 (C46H30N2S, 642.2130) |
2-9 | m/z=642.8200 (C46H30N2S, 642.2130) | 2-10 | m/z=642.8200 (C46H30N2S, 642.2130) |
2-11 | m/z=632.2286 (C45H32N2S, 632.2286) | 2-12 | m/z=708.9230 (C51H36N2S, 708.2599) |
2-13 | m/z=642.8200 (C46H30N2S, 642.2130) | 2-14 | m/z=642.8200 (C46H30N2S, 642.2130) |
2-15 | m/z=692.8800 (C50H32N2S, 692.2286) | 2-16 | m/z=692.8800 (C50H32N2S, 692.2286) |
2-17 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-18 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-19 | m/z=672.8640 (C46H28N2S2, 672.1694) | 2-20 | m/z=698.9020 (C48H30N2S2, 698.1850) |
2-21 | m/z=698.9020 (C48H30N2S2, 698.1850) | 2-22 | m/z=698.9020 (C48H30N2S2, 698.1850) |
2-23 | m/z=672.8640 (C46H28N2S2, 672.1694) | 2-24 | m/z=698.9020 (C48H30N2S2, 698.1850) |
2-25 | m/z=698.9020 (C48H30N2S2, 698.1850) | 2-26 | m/z=698.9020 (C48H30N2S2, 698.1850) |
2-27 | m/z=656.8030 (C46H28N2OS, 656.1922) | 2-28 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-29 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-30 | m/z=656.8030 (C46H28N2OS, 656.1922) |
2-31 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-32 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-33 | m/z=656.8030 (C46H28N2OS, 656.1922) | 2-34 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-35 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-36 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-37 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-38 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-39 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-40 | m/z=744.9560 (C54H36N2S, 744.2599) |
2-41 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-42 | m/z=785.9210 (C57H40N2S, 784.2912) |
2-43 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-44 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-45 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-46 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-47 | m/z=744.9560 (C54H36N2S, 744.2599) | 2-48 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-49 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-50 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-51 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-52 | m/z=732.9010 (C52H32N2OS, 732.2235) |
2-53 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-54 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-55 | m/z=668.8580 (C48H32N2S, 668.2286) | 2-56 | m/z=668.8580 (C48H32N2S, 668.2286) |
2-57 | m/z=744.9560 (C54H36N2S, 744.2599) | 2-58 | m/z=744.9560 (C54H36N2S, 744.2599) |
2-59 | m/z=744.9560 (C54H36N2S, 744.2599) | 2-60 | m/z=642.8200 (C46H30N2S, 642.2130) |
2-61 | m/z=642.8200 (C46H30N2S, 642.2130) | 2-62 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-63 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-64 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-65 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-66 | m/z=692.8800 (C50H32N2S, 692.2286) |
2-67 | m/z=692.8800 (C50H32N2S, 692.2286) | 2-68 | m/z=692.8800 (C50H32N2S, 692.2286) |
2-69 | m/z=708.9230 (C51H36N2S, 708.2599) | 2-70 | m/z=785.0210 (C57H40N2S, 784.2912) |
2-71 | m/z=785.0210 (C57H40N2S, 784.2912) | 2-72 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-73 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-74 | m/z=768.9780 (C56H36N2S, 768.2599) |
2-75 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-76 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-77 | m/z=698.9020 (C48H30N2S2, 698.1850) | 2-78 | m/z=748.9620 (C52H32N2S2, 748.2007) |
2-79 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-80 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-81 | m/z=698.9020 (C48H30N2S2, 698.1850) | 2-82 | m/z=748.9620 (C52H32N2S2, 748.2007) |
2-83 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-84 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-85 | m/z=698.9020 (C48H30N2S2, 698.1850) | 2-86 | m/z=748.9620 (C52H32N2S2, 748.2007) |
2-87 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-88 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-89 | m/z=698.9020 (C48H30N2S2, 698.1850) | 2-90 | m/z=748.9620 (C52H32N2S2, 748.2007) |
2-91 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-92 | m/z=732.9010 (C52H32N2OS, 732.2235) |
2-93 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-94 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-95 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-96 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-97 | m/z=732.9010 (C52H32N2OS, 732.2235) | 2-98 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-99 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-100 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-101 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-102 | m/z=732.9010 (C52H32N2OS, 732.2235) |
2-103 | m/z=732.9010 (C52H32N2OS, 732.2235) | 2-104 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-105 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-106 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-107 | m/z=732.9010 (C52H32N2OS, 732.2235) | 2-108 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-109 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-110 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-111 | m/z=744.9560 (C54H36N2S, 744.2599) | 2-112 | m/z=744.9560 (C54H36N2S, 744.2599) |
2-113 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-114 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-115 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-116 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-117 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-118 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-119 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-120 | m/z=768.9780 (C56H36N2S, 768.2599) |
2-121 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-122 | m/z=785.0210 (C57H40N2S, 784.2912) |
2-123 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-124 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-125 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-126 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-127 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-128 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-129 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-130 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-131 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-132 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-133 | m/z=744.9560 (C54H36N2S, 744.2599) | 2-134 | m/z=744.9560 (C54H36N2S, 744.2599) |
2-135 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-136 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-137 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-138 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-139 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-140 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-141 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-142 | m/z=768.9780 (C56H36N2S, 768.2599) |
2-143 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-144 | m/z=785.0210 (C57H40N2S, 784.2912) |
2-145 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-146 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-147 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-148 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-149 | m/z=775.0000 (C54H34N2S2, 774.2163) | 2-150 | m/z=775.0000 (C54H34N2S2, 774.2163) |
2-151 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-152 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-153 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-154 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-155 | m/z=718.9180 (C52H34N2S, 718.2443) | 2-156 | m/z=718.9180 (C52H34N2S, 718.2443) |
2-157 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-158 | m/z=795.0160 (C58H38N2S, 794.2756) |
2-159 | m/z=795.0160 (C58H38N2S, 794.2756) | 2-160 | m/z=692.8800 (C50H32N2S, 692.2286) |
2-161 | m/z=692.8800 (C50H32N2S, 692.2286) | 2-162 | m/z=768.9780 (C56H36N2S, 768.2599) |
2-163 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-164 | m/z=768.9780 (C56H36N2S, 768.2599) |
2-165 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-166 | m/z=742.9400 (C54H34N2S, 742.2443) |
2-167 | m/z=742.9400 (C54H34N2S, 742.2443) | 2-168 | m/z=742.9400 (C54H34N2S, 742.2443) |
2-169 | m/z=758.9830 (C55H38N2S, 758.2756) | 2-170 | m/z=768.9780 (C56H36N2S, 768.2599) |
2-171 | m/z=768.9780 (C56H36N2S, 768.2599) | 2-172 | m/z=748.9620 (C52H32N2S2, 748.2007) |
2-173 | m/z=799.0220 (C56H34N2S2, 798.2163) | 2-174 | m/z=799.0220 (C56H34N2S2, 798.2163) |
2-175 | m/z=748.9620 (C52H32N2S2, 748.2007) | 2-176 | m/z=799.0220 (C56H34N2S2, 798.2163) |
2-177 | m/z=799.0220 (C56H34N2S2, 798.2163) | 2-178 | m/z=748.9620 (C52H32N2S2, 748.2007) |
2-179 | m/z=799.0220 (C56H34N2S2, 798.2163) | 2-180 | m/z=799.0220 (C56H34N2S2, 798.2163) |
2-181 | m/z=748.9620 (C52H32N2S2, 748.2007) | 2-182 | m/z=799.0220 (C56H34N2S2, 798.2163) |
2-183 | m/z=799.0220 (C56H34N2S2, 798.2163) | 2-184 | m/z=732.9010 (C52H32N2OS, 732.2235) |
2-185 | m/z=782.9610 (C56H34N2OS, 782.2392) | 2-186 | m/z=782.9610 (C56H34N2OS, 782.2392) |
2-187 | m/z=732.9010 (C52H32N2OS, 732.2235) | 2-188 | m/z=782.9610 (C56H34N2OS, 782.2392) |
2-189 | m/z=782.9610 (C56H34N2OS, 782.2392) | 2-190 | m/z=732.9010 (C52H32N2OS, 732.2235) |
2-191 | m/z=782.9610 (C56H34N2OS, 782.2392) | 2-192 | m/z=782.9610 (C56H34N2OS, 782.2392) |
2-193 | m/z=732.9010 (C52H32N2OS, 732.2235) | 2-194 | m/z=782.9610 (C56H34N2OS, 782.2392) |
2-195 | m/z=782.9610 (C56H34N2OS, 782.2392) | 2-196 | m/z=576.6990 (C42H28N2O, 576.2202) |
2-197 | m/z=576.6990 (C42H28N2O, 576.2202) | 2-198 | m/z=652.7970 (C48H32N2O, 652.2515) |
2-199 | m/z=652.7970 (C48H32N2O, 652.2515) | 2-200 | m/z=550.6610 (C40H26N2O, 550.2045) |
2-201 | m/z=692.8620 (C51H36N2O, 692.2828) | 2-202 | m/z=626.7590 (C46H30N2O, 626.2358) |
2-203 | m/z=676.8190 (C50H32N2O, 676.2515) | 2-204 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-205 | m/z=606.7430 (C42H26N2OS, 606.1766) | 2-206 | m/z=640.7420 (C46H28N2O2, 640.2151) |
2-207 | m/z=666.7800 (C48H30N2O2, 666.2307) | 2-208 | m/z=666.7800 (C48H30N2O2, 666.2307) |
2-209 | m/z=728.8950 (C54H36N2O, 728.2828) | 2-210 | m/z=768.9600 (C57H40N2O, 768.3141) |
2-211 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-212 | m/z=728.8950 (C54H36N2O, 728.2828) |
2-213 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-214 | m/z=652.7970 (C48H32N2O, 652.2515) |
2-215 | m/z=652.7970 (C48H32N2O, 652.2515) | 2-216 | m/z=728.8950 (C54H36N2O, 728.2828) |
2-217 | m/z=728.8950 (C54H36N2O, 728.2828) | 2-218 | m/z=728.8950 (C54H36N2O, 728.2828) |
2-219 | m/z=626.7590 (C46H30N2O, 626.2358) | 2-220 | m/z=626.7590 (C46H30N2O, 626.2358) |
2-221 | m/z=702.8570 (C52H34N2O, 702.2671) | 2-222 | m/z=702.8570 (C52H34N2O, 702.2671) |
2-223 | m/z=702.8570 (C52H34N2O, 702.2671) | 2-224 | m/z=702.8570 (C52H34N2O, 702.2671) |
2-225 | m/z=676.8190 (C50H32N2O, 676.2515) | 2-226 | m/z=676.8190 (C50H32N2O, 676.2515) |
2-227 | m/z=676.8190 (C50H32N2O, 676.2515) | 2-228 | m/z=692.8620 (C51H36N2O, 692.2828) |
2-229 | m/z=768.9600 (C57H40N2O, 768.3141) | 2-230 | m/z=768.9600 (C57H40N2O, 768.3141) |
2-231 | m/z=702.8570 (C52H34N2O, 702.2671) | 2-232 | m/z=702.8570 (C52H34N2O, 702.2671) |
2-233 | m/z=752.9170 (C56H36N2O, 752.2828) | 2-234 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-235 | m/z=778.9550 (C58H38N2O, 778.2984) | 2-236 | m/z=682.8410 (C48H30N2OS, 682.2079) |
2-237 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-238 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-239 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-240 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-241 | m/z=682.8410 (C48H30N2OS, 682.2079) | 2-242 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-243 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-244 | m/z=666.7800 (C48H30N2O2, 666.2307) |
2-245 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-246 | m/z=742.8780 (C54H34N2O2, 742.2620) |
2-247 | m/z=716.8400 (C52H32N2O2, 716.2464) | 2-248 | m/z=716.8400 (C52H32N2O2, 716.2464) |
2-249 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-250 | m/z=666.7800 (C48H30N2O2, 666.2307) |
2-251 | m/z=716.8400 (C52H32N2O2, 716.2464) | 2-252 | m/z=716.8400 (C52H32N2O2, 716.2464) |
2-253 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-254 | m/z=666.7800 (C48H30N2O2, 666.2307) |
2-255 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-256 | m/z=728.8950 (C54H36N2O, 728.2828) |
2-257 | m/z=728.8950 (C54H36N2O, 728.2828) | 2-258 | m/z=702.8570 (C52H34N2O, 702.2671) |
2-259 | m/z=702.8570 (C52H34N2O, 702.2671) | 2-260 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-261 | m/z=778.9550 (C58H38N2O, 778.2984) | 2-262 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-263 | m/z=752.9170 (C56H36N2O, 752.2828) | 2-264 | m/z=768.9600 (C57H40N2O, 768.3141) |
2-265 | m/z=778.9550 (C58H38N2O, 778.2984) | 2-266 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-267 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-268 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-269 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-270 | m/z=742.8780 (C54H34N2O2, 742.2620) |
2-271 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-272 | m/z=742.8780 (C54H34N2O2, 742.2620) |
2-273 | m/z=728.8950 (C54H36N2O, 728.2828) | 2-274 | m/z=728.8950 (C54H36N2O, 728.2828) |
2-275 | m/z=702.8570 (C52H34N2O, 702.2671) | 2-276 | m/z=702.8570 (C52H34N2O, 702.2671) |
2-277 | m/z=778.9550 (C58H38N2O, 778.2984) | 2-278 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-279 | m/z=778.9550 (C58H38N2O, 778.2984) | 2-280 | m/z=768.9600 (C57H40N2O, 768.3141) |
2-281 | m/z=778.9550 (C58H38N2O, 778.2984) | 2-282 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-283 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-284 | m/z=758.9390 (C54H34N2OS, 758.2392) |
2-285 | m/z=758.9390 (C54H34N2OS, 758.2392) | 2-286 | m/z=742.8780 (C54H34N2O2, 742.2620) |
2-287 | m/z=742.8780 (C54H34N2O2, 742.2620) | 2-288 | m/z=702.8570 (C52H34N2O, 702.2671) |
2-289 | m/z=702.8570 (C52H34N2O, 702.2671) | 2-290 | m/z=778.9550 (C58H38N2O, 778.2984) |
2-291 | m/z=676.8190 (C50H32N2O, 676.2515) | 2-292 | m/z=752.9170 (C56H36N2O, 752.2828) |
2-293 | m/z=752.9170 (C56H36N2O, 752.2828) | 2-294 | m/z=742.9220 (C55H38N2O, 742.2984) |
2-295 | m/z=752.9170 (C56H36N2O, 752.2828) | 2-296 | m/z=752.9170 (C56H36N2O, 752.2828) |
2-297 | m/z=732.9010 (C52H32N2OS, 732.2235) | 2-298 | m/z=782.9610 (C56H34N2OS, 782.2392) |
2-299 | m/z=716.8400 (C52H32N2O2, 716.2464) | 2-300 | m/z=716.8400 (C52H32N2O2, 716.2464) |
化合物 | FD-MS | 化合物 | FD-MS |
3-1 | m/z=645.25 (C47 H35 NS=645.85) | 3-2 | m/z=645.25 (C47 H35 NS=645.85) |
3-3 | m/z=685.28 (C50 H39 NS=685.92) | 3-4 | m/z=659.23 (C47 H33 NOS=659.84) |
3-5 | m/z=619.82 (C45 H33 NS=619.23) | 3-6 | m/z=619.82 (C45 H33 NS=619.23) |
3-7 | m/z=593.22 (C43 H31 NS=593.78) | 3-8 | m/z=685.28 (C50 H39 NS=685.92) |
3-9 | m/z=725.31 (C53 H43 NS=725.98) | 3-10 | m/z=761.31 (C56 H43 NS=762.01) |
3-11 | m/z=775.29 (C56 H41 NOS=776.00) | 3-12 | m/z=809.31 (C60 H43 NS=810.06) |
3-13 | m/z=721.28 (C53 H39 NS=721.95) | 3-14 | m/z=685.28 (C50 H39 NS=685.92) |
3-15 | m/z=761.31 (C56 H43 NS=762.01) | 3-16 | m/z=695.26 (C51 H37 NS=695.91) |
3-17 | m/z=721.28 (C53 H39 NS=721.95) | 3-18 | m/z=761.31 (C56 H43 NS=762.01) |
3-19 | m/z=771.30 (C57 H41 NS=772.01) | 3-20 | m/z=645.25 (C47 H35 NS=645.85) |
3-21 | m/z=761.31 (C56 H43 NS=762.01) | 3-22 | m/z=809.31 (C60 H43 NS=810.06) |
3-23 | m/z=695.26 (C51 H37 NS=695.91) | 3-24 | m/z=775.29 (C56 H41 NOS=776.00) |
3-25 | m/z=725.22 (C51 H35 NS2 =725.96) | 3-26 | m/z=785.28 (C57 H39 NOS=785.99) |
3-27 | m/z=749.28 (C54 H39 NOS=749.96) | 3-28 | m/z=645.25 (C47 H35 NS=645.85) |
3-29 | m/z=619.82 (C45 H33 NS=619.23) | 3-30 | m/z=685.28 (C50 H39 NS=685.92) |
3-31 | m/z=659.23 (C47 H33 NOS=659.84) | 3-32 | m/z=725.31 (C53 H43 NS=725.98) |
3-33 | m/z=809.31 (C60 H43 NS=810.06) | 3-34 | m/z=645.25 (C47 H35 NS=645.85) |
3-35 | m/z=725.31 (C53 H43 NS=725.98) | 3-36 | m/z=761.31 (C56 H43 NS=762.01) |
3-37 | m/z=721.28 (C53 H39 NS=721.95) | 3-38 | m/z=695.26 (C51 H37 NS=695.91) |
3-39 | m/z=761.31 (C56 H43 NS=762.01) | 3-40 | m/z=721.28 (C53 H39 NS=721.95) |
3-41 | m/z=735.26 (C53 H37 NOS=735.93) | 3-42 | m/z=695.26 (C51 H37 NS=695.91) |
3-43 | m/z=699.26 (C50 H37 NOS=699.90) | 3-44 | m/z=695.26 (C51 H37 NS=695.91) |
3-45 | m/z=735.26 (C53 H37 NOS=735.93) | 3-46 | m/z=709.24 (C51 H35 NOS=709.89) |
3-47 | m/z=643.23 (C47 H33 NS=643.84) | 3-48 | m/z=645.25 (C47 H35 NS=645.85) |
3-49 | m/z=673.21 (C47 H31 NO2 S=673.82) | 3-50 | m/z=619.82 (C45 H33 NS=619.23) |
3-51 | m/z=619.82 (C45 H33 NS=619.23) | 3-52 | m/z=685.28 (C50 H39 NS=685.92) |
3-53 | m/z=659.23 (C47 H33 NOS=659.84) | 3-54 | m/z=809.31 (C60 H43 NS=810.06) |
3-55 | m/z=593.22 (C43 H31 NS=593.78) | 3-56 | m/z=725.22 (C51 H35 NS2 =725.96) |
3-57 | m/z=645.25 (C47 H35 NS=645.85) | 3-58 | m/z=719.26 (C53 H37 NS=719.93) |
3-59 | m/z=721.28 (C53 H39 NS=721.95) | 3-60 | m/z=761.31 (C56 H43 NS=762.01) |
3-61 | m/z=797.31 (C59 H38 N4 O2 =798.04) | 3-62 | m/z=761.31 (C56 H43 NS=762.01) |
3-63 | m/z=775.29 (C56 H41 NOS=776.00) | 3-64 | m/z=761.31 (C56 H43 NS=762.01) |
3-65 | m/z=685.28 (C50 H39 NS=685.92) | 3-66 | m/z=761.31 (C56 H43 NS=762.01) |
3-67 | m/z=735.26 (C53 H37 NOS=735.93) | 3-68 | m/z=735.26 (C53 H37 NOS=735.93) |
3-69 | m/z=811.29 (C59 H41 NOS=812.03) | 3-70 | m/z=775.29 (C56 H41 NOS=776.00) |
3-71 | m/z=775.29 (C56 H41 NOS=776.00) | 3-72 | m/z=775.29 (C56 H41 NOS=776.00) |
3-73 | m/z=659.23 (C47 H33 NOS=659.84) | 3-74 | m/z=675.21 (C44 H33 NS2 =675.90) |
3-75 | m/z=751.24 (C53 H37 NS2 =752.00) | 3-76 | m/z=751.24 (C53 H37 NS2 =752.00) |
3-77 | m/z=791.27 (C56 H41 NS2 =792.06) | 3-78 | m/z=695.26 (C51 H37 NS=695.91) |
3-79 | m/z=745.28 (C55 H39 NS=745.99) | 3-80 | m/z=669.25 (C49 H35 NS=669.87) |
3-81 | m/z=721.28 (C53 H39 NS=721.95) | 3-82 | m/z=695.26 (C51 H37 NS=695.91) |
3-83 | m/z=721.28 (C53 H39 NS=721.95) | 3-84 | m/z=761.31 (C56 H43 NS=762.01) |
3-85 | m/z=695.26 (C51 H37 NS=695.91) | 3-86 | m/z=735.26 (C53 H37 NOS=735.93) |
3-87 | m/z=709.24 (C51 H35 NOS=709.89) | 3-88 | m/z=735.26 (C53 H37 NOS=735.93) |
3-89 | m/z=735.26 (C53 H37 NOS=735.93) | 3-90 | m/z=775.29 (C56 H41 NOS=776.00) |
3-91 | m/z=775.29 (C56 H41 NOS=776.00) | 3-92 | m/z=801.34 (C59 H47 NO=801.08) |
3-93 | m/z=633.21 (C45 H31 NOS=633.80) | 3-94 | m/z=643.24 (C47 H33 NS=643.84) |
3-95 | m/z=751.24 (C53 H37 NS2 =752.00) | 3-96 | m/z=761.31 (C56 H43 NS=762.01) |
3-97 | m/z=645.25 (C47 H35 NS=645.85) | 3-98 | m/z=619.82 (C45 H33 NS=619.23) |
3-99 | m/z=619.82 (C45 H33 NS=619.23) | 3-100 | m/z=685.28 (C50 H39 NS=685.92) |
3-101 | m/z=659.23 (C47 H33 NOS=659.84) | 3-102 | m/z=797.31 (C49 H43 NS=798.04) |
3-103 | m/z=593.22 (C43 H31 NS=593.78) | 3-104 | m/z=725.22 (C51 H35 NS2 =725.96) |
3-105 | m/z=733.28 (C54 H39 NS=733.96) | 3-106 | m/z=811.29 (C59 H41 NOS=812.03) |
3-107 | m/z=761.31 (C56 H43 NS=762.01) | 3-108 | m/z=775.29 (C56 H41 NOS=776.00) |
3-109 | m/z=695.26 (C51 H37 NS=695.91) | 3-110 | m/z=659.23 (C47 H33 NOS=659.84) |
3-111 | m/z=735.26 (C53 H37 NOS=735.93) | 3-112 | m/z=809.31 (C60 H43 NS=810.06) |
3-113 | m/z=721.28 (C53 H39 NS=721.95) | 3-114 | m/z=695.26 (C51 H37 NS=695.91) |
3-115 | m/z=761.31 (C56 H43 NS=762.01) | 3-116 | m/z=775.29 (C56 H41 NOS=776.00) |
3-117 | m/z=721.28 (C53 H39 NS=721.95) | 3-118 | m/z=761.31 (C56 H43 NS=762.01) |
3-119 | m/z=695.26 (C51 H37 NS=695.91) | 3-120 | m/z=735.26 (C53 H37 NOS=735.93) |
3-121 | m/z=645.25 (C47 H35 NS=645.85) | 3-122 | m/z=619.82 (C45 H33 NS=619.23) |
3-123 | m/z=685.28 (C50 H39 NS=685.92) | 3-124 | m/z=685.28 (C50 H39 NS=685.92) |
3-125 | m/z=797.31 (C49 H43 NS=798.04) | 3-126 | m/z=695.26 (C51 H37 NS=695.91) |
3-127 | m/z=659.23 (C47 H33 NOS=659.84) | 3-128 | m/z=761.31 (C56 H43 NS=762.01) |
3-129 | m/z=669.25 (C49 H35 NS=669.87) | 3-130 | m/z=775.29 (C56 H41 NOS=776.00) |
3-131 | m/z=809.31 (C60 H43 NS=810.06) | 3-132 | m/z=775.29 (C56 H41 NOS=776.00) |
3-133 | m/z=645.25 (C47 H35 NS=645.85) | 3-134 | m/z=619.82 (C45 H33 NS=619.23) |
3-135 | m/z=685.28 (C50 H39 NS=685.92) | 3-136 | m/z=775.29 (C56 H41 NOS=776.00) |
3-137 | m/z=645.25 (C47 H35 NS=645.85) | 3-138 | m/z=721.28 (C53 H39 NS=721.95) |
3-139 | m/z=695.26 (C51 H37 NS=695.91) | 3-140 | m/z=761.31 (C56 H43 NS=762.01) |
3-141 | m/z=735.26 (C53 H37 NOS=735.93) | 3-142 | m/z=721.28 (C53 H39 NS=721.95) |
3-143 | m/z=735.26 (C53 H37 NOS=735.93) | 3-144 | m/z=751.24 (C53 H37 NS2 =752.00) |
3-145 | m/z=769.28 (C57 H39 NS=769.99) | 3-146 | m/z=809.31 (C60 H43 NS=810.06) |
3-147 | m/z=783.26 (C57 H37 NOS=783.97) | 3-148 | m/z=743.26 (C55 H37 NS=743.95) |
3-149 | m/z=743.26 (C55 H37 NS=743.95) | 3-150 | m/z=717.25 (C53 H35 NS=717.92) |
3-151 | m/z=809.31 (C60 H43 NS=810.06) | 3-152 | m/z=693.25 (C51 H35 NS=693.90) |
3-153 | m/z=809.31 (C60 H43 NS=810.06) | 3-154 | m/z=819.30 (C61 H41 NS=820.05) |
3-155 | m/z=769.28 (C57 H39 NS=769.99) | 3-156 | m/z=769.28 (C57 H39 NS=769.99) |
3-157 | m/z=819.30 (C61 H41 NS=820.05) | 3-158 | m/z=783.26 (C57 H37 NOS=783.97) |
3-159 | m/z=823.29 (C60 H41 NOS=824.04) | 3-160 | m/z=773.22 (C55 H35 NS2 =774.00) |
3-161 | m/z=757.24 (C55 H35 NOS=757.94) | 3-162 | m/z=693.25 (C51 H35 NS=693.90) |
3-163 | m/z=743.26 (C55 H37 NS=743.95) | 3-164 | m/z=743.26 (C55 H37 NS=743.95) |
3-165 | m/z=809.31 (C60 H43 NS=810.06) | 3-166 | m/z=783.26 (C57 H37 NOS=783.97) |
3-167 | m/z=743.26 (C55 H37 NS=743.95) | 3-168 | m/z=769.28 (C57 H39 NS=769.99) |
3-169 | m/z=783.26 (C57 H37 NOS=783.97) | 3-170 | m/z=809.31 (C60 H43 NS=810.06) |
3-171 | m/z=743.26 (C55 H37 NS=743.95) | 3-172 | m/z=769.28 (C57 H39 NS=769.99) |
3-173 | m/z=819.30 (C61 H41 NS=820.05) | 3-174 | m/z=721.28 (C53 H39 NS=721.96) |
3-175 | m/z=769.28 (C57 H39 NS=769.99) | 3-176 | m/z=809.31 (C60 H43 NS=810.06) |
3-177 | m/z=743.26 (C55 H37 NS=743.95) | 3-178 | m/z=783.26 (C57 H37 NOS=783.97) |
3-179 | m/z=707.23 (C51 H33 NOS=707.88) | 3-180 | m/z=799.24 (C57 H37 NS2 =800.04) |
3-181 | m/z=769.28 (C57 H39 NS=769.99) | 3-182 | m/z=743.26 (C55 H37 NS=743.95) |
3-183 | m/z=743.26 (C55 H37 NS=743.95) | 3-184 | m/z=783.26 (C57 H37 NOS=783.97) |
3-185 | m/z=769.28 (C57 H39 NS=769.99) | 3-186 | m/z=809.31 (C60 H43 NS=810.06) |
3-187 | m/z=809.31 (C60 H43 NS=810.06) | 3-188 | m/z=783.26 (C57 H37 NOS=783.97) |
3-189 | m/z=859.29 (C63 H41 NOS=860.07) | 3-190 | m/z=769.28 (C57 H39 NS=769.99) |
3-191 | m/z=809.31 (C60 H43 NS=810.06) | 3-192 | m/z=783.26 (C57 H37 NOS=783.97) |
3-193 | m/z=799.24 (C57 H37 NS2 =800.04) | 3-194 | m/z=819.30 (C61 H41 NS=820.05) |
3-195 | m/z=799.24 (C57 H37 NS2 =800.04) | 3-196 | m/z=717.25 (C53 H35 NS=717.92) |
3-197 | m/z=645.25 (C47 H35 NS=645.85) | 3-198 | m/z=693.25 (C51 H35 NS=693.90) |
3-199 | m/z=743.26 (C55 H37 NS=743.95) | 3-200 | m/z=809.31 (C60 H43 NS=810.06) |
3-201 | m/z=793.28 (C59 H39 NS=794.01) | 3-202 | m/z=743.26 (C55 H37 NS=743.95) |
3-203 | m/z=707.23 (C51 H33 NOS=707.88) | 3-204 | m/z=757.24 (C55 H35 NOS=757.94) |
3-205 | m/z=783.26 (C57 H37 NOS=783.97) | 3-206 | m/z=769.28 (C57 H39 NS=769.99) |
3-207 | m/z=845.31 (C63 H43 NS=846.09) | 3-208 | m/z=783.26 (C57 H37 NOS=783.97) |
3-209 | m/z=819.30 (C61 H41 NS=820.05) | 3-210 | m/z=783.26 (C57 H37 NOS=783.97) |
3-211 | m/z=743.26 (C55 H37 NS=743.95) | 3-212 | m/z=809.31 (C60 H43 NS=810.06) |
3-213 | m/z=809.31 (C60 H43 NS=810.06) | 3-214 | m/z=845.31 (C63 H43 NS=846.09) |
3-215 | m/z=769.28 (C57 H39 NS=769.99) | 3-216 | m/z=769.28 (C57 H39 NS=769.99) |
3-217 | m/z=743.26 (C55 H37 NS=743.95) | 3-218 | m/z=809.31 (C60 H43 NS=810.06) |
3-219 | m/z=809.31 (C60 H43 NS=810.06) | 3-220 | m/z=783.26 (C57 H37 NOS=783.97) |
3-221 | m/z=769.28 (C57 H39 NS=769.99) | 3-222 | m/z=743.26 (C55 H37 NS=743.95) |
3-223 | m/z=769.28 (C57 H39 NS=769.99) | 3-224 | m/z=769.28 (C57 H39 NS=769.99) |
3-225 | m/z=769.28 (C57 H39 NS=769.99) | 3-226 | m/z=783.26 (C57 H37 NOS=783.97) |
3-227 | m/z=783.26 (C57 H37 NOS=783.97) | 3-228 | m/z=769.28 (C57 H39 NS=769.99) |
3-229 | m/z=629.27 (C47 H395 NO=629.79) | 3-230 | m/z=669.30 (C50 H39 NO=669.85) |
3-231 | m/z=603.26 (C45 H33 NO=603.75) | 3-232 | m/z=603.26 (C45 H33 NO=603.75) |
3-233 | m/z=577.24 (C43 H31 NO=577.71) | 3-234 | m/z=669.30 (C50 H39 NO=669.85) |
3-235 | m/z=745.33 (C56 H43 NO=745.95) | 3-236 | m/z=759.31 (C56 H41 NO2 =759.93) |
3-237 | m/z=793.33 (C60 H43 NO=793.99) | 3-238 | m/z=659.23 (C47 H33 NOS=659.84) |
3-239 | m/z=705.30 (C53 H39 NO=705.88) | 3-240 | m/z=669.30 (C50 H39 NO=669.85) |
3-241 | m/z=745.33 (C56 H43 NO=745.95) | 3-242 | m/z=679.29 (C51 H37 NO=679.85) |
3-243 | m/z=679.29 (C51 H37 NO=679.85) | 3-244 | m/z=679.29 (C51 H37 NO=679.85) |
3-245 | m/z=629.27 (C47 H395 NO=629.79) | 3-246 | m/z=745.33 (C56 H43 NO=745.95) |
3-247 | m/z=629.27 (C47 H395 NO=629.79) | 3-248 | m/z=603.26 (C45 H33 NO=603.75) |
3-249 | m/z=669.30 (C50 H39 NO=669.85) | 3-250 | m/z=643.25 (C50 H39 NO2 =643.77) |
3-251 | m/z=659.23 (C47 H33 NOS=659.84) | 3-252 | m/z=709.33 (C53 H43 NO=709.97) |
3-253 | m/z=679.29 (C51 H37 NO=679.85) | 3-254 | m/z=745.33 (C56 H43 NO=745.95) |
3-255 | m/z=705.30 (C53 H39 NO=705.88) | 3-256 | m/z=679.29 (C51 H37 NO=679.85) |
3-257 | m/z=629.27 (C47 H395 NO=629.79) | 3-258 | m/z=709.33 (C53 H43 NO=709.97 |
3-259 | m/z=745.33 (C56 H43 NO=745.95) | 3-260 | m/z=705.30 (C53 H39 NO=705.88) |
3-261 | m/z=629.27 (C47 H395 NO=629.79) | 3-262 | m/z=603.26 (C45 H33 NO=603.75) |
3-263 | m/z=603.26 (C45 H33 NO=603.75) | 3-264 | m/z=669.30 (C50 H39 NO=669.85) |
3-265 | m/z=643.25 (C50 H39 NO2 =643.77) | 3-266 | m/z=793.33 (C60 H43 NO=793.99) |
3-267 | m/z=577.24 (C43 H31 NO=577.71) | 3-268 | m/z=709.33 (C53 H43 NO=709.97) |
3-269 | m/z=705.30 (C53 H39 NO=705.88) | 3-270 | m/z=659.23 (C47 H33 NOS=659.84) |
3-271 | m/z=781.33 (C59 H43 NO=781.98) | 3-272 | m/z=745.33 (C56 H43 NO=745.95) |
3-273 | m/z=669.30 (C50 H39 NO=669.85) | 3-274 | m/z=745.33 (C56 H43 NO=745.95) |
3-275 | m/z=759.31 (C56 H41 NO2 =759.93) | 3-276 | m/z=745.33 (C56 H43 NO=745.95) |
3-277 | m/z=669.30 (C50 H39 NO=669.85) | 3-278 | m/z=759.31 (C56 H41 NO2 =759.93) |
3-279 | m/z=643.25 (C50 H39 NO2 =643.77) | 3-280 | m/z=643.25 (C50 H39 NO2 =643.77) |
3-281 | m/z=659.23 (C47 H33 NOS=659.84) | 3-282 | m/z=735.26 (C53 H37 NOS=735.93) |
3-283 | m/z=719.28 (C53 H37 NO2 =719.87) | 3-284 | m/z=719.28 (C53 H37 NO2 =719.87) |
3-285 | m/z=795.31 (C50 H39 NO2 =795.96) | 3-286 | m/z=759.31 (C56 H41 NO2 =759.93) |
3-287 | m/z=759.31 (C56 H41 NO2 =759.93) | 3-288 | m/z=745.33 (C56 H43 NO=745.95) |
3-289 | m/z=735.26 (C53 H37 NOS=735.93) | 3-290 | m/z=775.29 (C56 H41 NOS=776.00) |
3-291 | m/z=679.29 (C51 H37 NO=679.85) | 3-292 | m/z=735.26 (C53 H37 NOS=735.93) |
3-293 | m/z=759.31 (C56 H41 NO2 =759.93) | 3-294 | m/z=705.30 (C53 H39 NO=705.88) |
3-295 | m/z=679.29 (C51 H37 NO=679.85) | 3-296 | m/z=745.33 (C56 H43 NO=745.95) |
3-297 | m/z=755.32 (C57 H41 NO=755.94) | 3-298 | m/z=679.29 (C51 H37 NO=679.85) |
3-299 | m/z=719.28 (C53 H37 NO2 =719.87) | 3-300 | m/z=719.28 (C53 H37 NO2 =719.87) |
3-301 | m/z=629.27 (C47 H395 NO=629.79) | 3-302 | m/z=603.26 (C45 H33 NO=603.75) |
3-303 | m/z=745.33 (C56 H43 NO=745.95) | 3-304 | m/z=669.30 (C50 H39 NO=669.85) |
3-305 | m/z=643.25 (C50 H39 NO2 =643.77) | 3-306 | m/z=781.33 (C59 H43 NO=781.98) |
3-307 | m/z=703.29 (C53 H37 NO=703.87) | 3-308 | m/z=659.23 (C47 H33 NOS=659.84) |
3-309 | m/z=795.31 (C59 H41 NO2 =795.96) | 3-310 | m/z=745.33 (C56 H43 NO=745.95) |
3-311 | m/z=679.29 (C51 H37 NO=679.85) | 3-312 | m/z=643.25 (C50 H39 NO2 =643.77) |
3-313 | m/z=705.30 (C53 H39 NO=705.88) | 3-314 | m/z=679.29 (C51 H37 NO=679.85) |
3-315 | m/z=745.33 (C56 H43 NO=745.95) | 3-316 | m/z=759.31 (C56 H41 NO2 =759.93) |
3-317 | m/z=705.30 (C53 H39 NO=705.88) | 3-318 | m/z=643.25 (C50 H39 NO2 =643.77) |
3-319 | m/z=629.27 (C47 H395 NO=629.79) | 3-320 | m/z=603.26 (C45 H33 NO=603.75) |
3-321 | m/z=669.30 (C50 H39 NO=669.85) | 3-322 | m/z=669.30 (C50 H39 NO=669.85) |
3-323 | m/z=781.33 (C59 H43 NO=781.98) | 3-324 | m/z=679.29 (C51 H37 NO=679.85) |
3-325 | m/z=745.33 (C56 H43 NO=745.95) | 3-326 | m/z=759.31 (C56 H41 NO2 =759.93) |
3-327 | m/z=793.33 (C60 H43 NO=793.99) | 3-328 | m/z=629.27 (C47 H395 NO=629.79) |
3-329 | m/z=603.26 (C45 H33 NO=603.75) | 3-330 | m/z=669.30 (C50 H39 NO=669.85) |
3-331 | m/z=705.30 (C53 H39 NO=705.88) | 3-332 | m/z=679.29 (C51 H37 NO=679.85) |
3-333 | m/z=745.33 (C56 H43 NO=745.95) | 3-334 | m/z=719.28 (C53 H37 NO2 =719.87) |
3-335 | m/z=705.30 (C53 H39 NO=705.88) | 3-336 | m/z=735.26 (C53 H37 NOS=735.93) |
3-337 | m/z=753.30 (C57 H39 NO=753.93) | 3-338 | m/z=793.33 (C60 H43 NO=793.99) |
3-339 | m/z=727.29 (C55 H37 NO=727.89) | 3-340 | m/z=793.33 (C60 H43 NO=793.99) |
3-341 | m/z=869.37 (C66 H47 NO=870.09) | 3-342 | m/z=783.26 (C57 H37 NOS=783.97) |
3-343 | m/z=829.33 (C63 H43 NO=830.02) | 3-344 | m/z=793.33 (C60 H43 NO=793.99) |
3-345 | m/z=803.32 (C61 H41 NO=803.98) | 3-346 | m/z=753.30 (C57 H39 NO=753.93) |
3-347 | m/z=803.32 (C61 H41 NO=803.98) | 3-348 | m/z=753.30 (C57 H39 NO=753.93) |
3-349 | m/z=727.29 (C55 H37 NO=727.89) | 3-350 | m/z=793.33 (C60 H43 NO=793.99) |
3-351 | m/z=767.28 (C57 H37 NO2 =767.91) | 3-352 | m/z=783.26 (C57 H37 NOS=783.97) |
3-353 | m/z=753.30 (C57 H39 NO=753.93) | 3-354 | m/z=869.37 (C66 H47 NO=870.09) |
3-355 | m/z=829.33 (C63 H43 NO=830.02) | 3-356 | m/z=803.32 (C61 H41 NO=803.98) |
3-357 | m/z=753.30 (C57 H39 NO=753.93) | 3-358 | m/z=727.29 (C55 H37 NO=727.89) |
3-359 | m/z=727.29 (C55 H37 NO=727.89) | 3-360 | m/z=793.33 (C60 H43 NO=793.99) |
3-361 | m/z=767.28 (C57 H37 NO2 =767.91) | 3-362 | m/z=701.27 (C53 H35 NO=701.85) |
3-363 | m/z=783.26 (C57 H37 NOS=783.97) | 3-364 | m/z=793.33 (C60 H43 NO=793.99) |
3-365 | m/z=767.28 (C57 H37 NO2 =767.91) | 3-366 | m/z=829.33 (C63 H43 NO=830.02) |
3-367 | m/z=803.32 (C61 H41 NO=803.98) | 3-368 | m/z=829.33 (C63 H43 NO=830.02) |
3-369 | m/z=803.32 (C61 H41 NO=803.98) | 3-370 | m/z=753.30 (C57 H39 NO=753.93) |
3-371 | m/z=727.29 (C55 H37 NO=727.89) | 3-372 | m/z=793.33 (C60 H43 NO=793.99) |
3-373 | m/z=829.33 (C63 H43 NO=830.02) | 3-374 | m/z=803.32 (C61 H41 NO=803.98) |
3-375 | m/z=767.28 (C57 H37 NO2 =767.91) | 3-376 | m/z=783.26 (C57 H37 NOS=783.97) |
3-377 | m/z=701.27 (C53 H35 NO=701.85) | 3-378 | m/z=727.29 (C55 H37 NO=727.89) |
3-379 | m/z=793.33 (C60 H43 NO=793.99) | 3-380 | m/z=767.28 (C57 H37 NO2 =767.91) |
3-381 | m/z=753.30 (C57 H39 NO=753.93) | 3-382 | m/z=829.33 (C63 H43 NO=830.02) |
3-383 | m/z=803.32 (C61 H41 NO=803.98) | 3-384 | m/z=753.30 (C57 H39 NO=753.93) |
化合物 | FD-MS | 化合物 | FD-MS |
4-1 | m/z=487.65 (C37H29N=487.23) | 4-3 | m/z=689.90 (C53H39N=689.31) |
4-5 | m/z=563.74 (C43H33N=563.26) | 4-13 | m/z=639.84 (C49H37N=639.29) |
4-16 | m/z=715.94 (C55H41N=715.32) | 4-21 | m/z=792.04 (C61H45N=791.36) |
4-22 | m/z=663.86 (C51H37N=663.29) | 4-24 | m/z=663.86 (C51H37N=663.29) |
4-30 | m/z=689.90 (C53H39N=689.31) | 4-32 | m/z=766.00 (C59H43N=765.34) |
4-38 | m/z=766.00 (C59H43N=765.34) | 4-43 | m/z=805.04 (C61H44N2=804.35) |
4-49 | m/z=577.73 (C43H31NO=577.24) | 4-60 | m/z=593.79 (C43H31NS=593.22) |
4-69 | m/z=679.91 (C52H41N=679.32) | 4-70 | m/z=603.81 (C46H37N=603.29) |
4-81 | m/z=804.05 (C62H45N=803.36) | 4-83 | m/z=804.05 (C62H45N=803.36) |
4-86 | m/z=804.05 (C62H45N=803.36) | 4-91 | m/z=725.93 (C56H39N=725.31) |
4-92 | m/z=802.03 (C62H43N=801.34) | 4-100 | m/z=741.93 (C56H39NO=741.30) |
4-125 | m/z=739.96 (C57H41N=739.32) | 4-126 | m/z=715.94 (C55H41N=715.32) |
4-136 | m/z=756.00 (C58H45N=756.36) | 4-152 | m/z=794.03 (C59H39NS=793.28) |
4-166 | m/z=715.91 (C53H33NS=715.23) | 4-181 | m/z=763.98 (C59H41N=763.32) |
4-183 | m/z=814.04 (C63H43N=813.34) | 4-184 | m/z=763.98 (C59H41N=763.32) |
4-223 | m/z=776.98 (C59H40N2=776.32) | 4-224 | m/z=853.08 (C65H44N2=852.35) |
4-240 | m/z=794.03 (C59H39NS=793.28) | 4-241 | m/z=763.98 (C59H41N=763.32) |
4-252 | m/z=930.21 (C72H51N=929.40) | 4-262 | m/z=928.19 (C72H49N=927.39) |
4-264 | m/z=926.17 (C72H47N=925.37) | 4-271 | m/z=634.78 (C48H30N2=634.24) |
4-273 | m/z=812.03 (C63H41N=811.32) | 4-275 | m/z=838.07 (C65H43N=837.34) |
4-284 | m/z=838.07 (C65H43N=837.34) | 4-308 | m/z=735.93 (C57H37N=735.29) |
4-324 | m/z=775.95 (C59H37NO=775.29) | 4-337 | m/z=862.09 (C67H43N=861.34) |
4-356 | m/z=852.05 (C65H41NO=851.32) | 4-359 | m/z=842.07 (C63H39NS=841.23) |
化合物 | 1 H NMR (CDCl3 , 200 Mz) |
1-2 | δ=8.55(m, 2H), 8.28(d, 2H), 8.00(d, 2H), 7.95(d, 1H), 7.92(d, 1H), 7.85(d, 2H), 7.75-7.73(m, 2H), 7.64(s, 2H), 7.59-7.51(m, 11H), 7.41~7.40(m, 2H), 7.25(d, 2H). |
1-20 | δ=8.55(m, 2H), 8.28(d, 4H), 8.00(m, 2H), 7.92(d, 1H), 7.73-7.71(m, 3H), 7.64(s, 1H), 7.59-7.51(m, 9H), 7.41~7.40(m, 2H), 7.25(s, 4H). |
1-25 | δ=8.55(m, 2H), 8.00(m, 2H), 7.92(d, 1H), 7.81(d, 1H), 7.73-7.71(m, 3H), 7.64(s, 1H), 7.59-7.51(m, 9H), 7.41~7.40(m, 2H), 7.25(s, 4H). |
1-33 | δ=8.55(m, 3H), 8.42(d, 1H), 8.28(d, 4H), 8.08(m, 1H), 8.04(d, 1H), 7.95(d, 1H), 7.75(d, 1H), 7.64(s, 2H), 7.61-7.51(m, 9H), 7.41~7.40(m, 2H), 7.25(s, 4H). |
1-38 | δ=8.55(m, 3H), 8.42(d, 1H), 8.28(d, 4H), 8.08(m, 1H), 8.04(d, 1H), 7.95(d, 1H), 7.75(d, 1H), 7.64(s, 2H), 7.61-7.51(m, 9H), 7.41~7.40(m, 2H), 7.25(s, 4H). |
1-209 | δ=8.55(m, 2H), 8.28(d, 2H), 8.00(m, 2H), 7.92(d, 1H), 7.85(d, 2H), 7.73(m, 1H), 7.64(m, 2H), 7.59-7.51(m, 11H), 7.41~7.40(m, 2H), 7.25(d, 2H). |
1-211 | δ=8.55(m, 2H), 8.28(d, 2H), 7.95(m, 2H), 7.89(d, 1H), 7.75(d, 2H), 7.66(d, 1H), 7.64(s, 3H), 7.55-7.51(m, 8H), 7.41~7.32(m, 4H). |
1-214 | δ=8.55(m, 2H), 8.28(d, 4H), 7.79(d, 2H), 7.81(d, 1H), 7.72-7.71(m, 2H), 7.64(s, 1H), 7.55-7.51(m, 8H), 7.41~7.40(m, 3H). |
1-225 | δ=8.55(m, 2H), 8.11(d, 1H), 8.08(s, 2H), 8.05(d, 1H), 7.55-7.51(m, 10H), 7.41~7.40(m, 3H). |
化合物 | 1 H NMR (CDCl3 , 400 MHz) |
2-1 | δ=8.28(s, 1H), 8.17~8.15(d, 2H), 8.12~8.10(d, 1H), 7.85~7.70(m, 3H), 7.56~7.54(m, 4H), 7.52~7.44(m, 6H), 7.41~7.37(m, 5H), 7.28~7.21(m, 6H) |
2-14 | δ=8.29(s, 1H), 8.18~8.16(d, 2H), 8.12~8.10(d, 1H), 7.84~7.71 (m, 3H), 7.55~7.53(m, 4H), 7.52~7.44(m, 6H), 7.41~7.37(m, 5H), 7.27~7.19(m, 8H) |
2-28 | δ=8.31(s, 1H), 8.20~8.18(d, 2H), 8.15~8.14(d, 1H), 7.90~7.85 (m, 3H), 7.69~7.65(m, 4H), 7.52~7.44(m, 6H), 7.41~7.37(m, 5H), 7.27~7.19(m, 8H) |
2-55 | δ=8.25(s, 1H), 8.15~8.14(d, 2H), 8.12~8.10(d, 1H), 7.88~7.86(d, 1H), 7.70~7.66(m, 3H), 7.55~7.53(d, 4H), 7.52~7.44(m, 6H), 7.41~7.37(m, 6H), 7.28~7.20(m, 8H) |
2-56 | δ=8.25(s, 1H), 8.16~8.15(d, 2H), 8.12~8.10(d, 1H), 7.88~7.86(d, 1H), 7.70~7.66(m, 3H), 7.55~7.53(d, 4H), 7.52~7.44(m, 6H), 7.41~7.37(m, 6H), 7.28~7.20(m, 8H) |
2-57 | δ=8.26(s, 1H), 8.16~8.14(d, 2H), 8.12~8.10(d, 1H), 7.88~7.86(d, 1H), 7.70~7.66(m, 3H), 7.56~7.54(d, 4H), 7.52~7.44(m, 8H), 7.41~7.37(m, 6H), 7.29~7.20(m, 10H) |
2-65 | δ=8.26(s, 1H), 8.16~8.14(d, 2H), 8.12~8.10(d, 1H), 7.88~7.86(d, 1H), 7.70~7.66(m, 3H), 7.56~7.54(d, 4H), 7.52~7.44(m, 8H), 7.41~7.37(m, 6H), 7.29~7.20(m, 8H) |
2-71 | δ=8.26(s, 1H), 8.16~8.14(d, 2H), 8.12~8.10(d, 1H), 7.88~7.86(d, 1H), 7.69~7.65(m, 3H), 7.54~7.44(m, 12H), 7.41~7.37(m, 6H), 7.29~7.20(m, 8H), 1.49(s, 6H) |
2-72 | δ=8.25(s, 1H), 8.16~8.14(d, 2H), 8.12~8.10(d, 1H), 7.88~7.70(m, 5H), 7.56~7.54(m, 4H), 7.52~7.43(m, 13H), 7.29~7.20(m, 8H) |
2-73 | δ=8.25(s, 1H), 8.16~8.14(d, 2H), 8.12~8.10(d, 1H), 7.87~7.71(m, 5H), 7.56~7.54(m, 4H), 7.52~7.43(m, 13H), 7.29~7.20(m, 8H) |
2-77 | δ=8.31(s, 1H), 8.20~8.18(d, 2H), 8.15~8.14(d, 1H), 7.90~7.85 (m, 3H), 7.69~7.65(m, 4H), 7.52~7.44(m, 6H), 7.41~7.37(m, 5H), 7.27~7.19(m, 8H) |
2-79 | δ=8.29(s, 1H), 8.17~8.15(d, 2H), 8.13~8.11(d, 1H), 7.88~7.81 (m, 3H), 7.65~7.60(m, 4H), 7.49~7.37(m, 13H), 7.27~7.19(m, 10H) |
2-91 | δ=8.29(s, 1H), 8.19~8.18(d, 2H), 8.14~8.13(d, 1H), 7.90~7.86 (m, 3H), 7.67~7.60(m, 4H), 7.49~7.37(m, 13H), 7.27~7.19(m, 10H) |
2-94 | δ=8.29(s, 1H), 8.17~8.15(d, 2H), 8.13~8.11(d, 1H), 7.88~7.81 (m, 3H), 7.65~7.60(m, 4H), 7.49~7.37(m, 13H), 7.27~7.19(m, 10H) |
2-95 | δ=8.27(s, 1H), 8.16~8.13(m, 3H), 7.90~7.86 (m, 3H), 7.67~7.50(m, 6H), 7.45~7.37(m, 13H), 7.23~7.19(m, 8H) |
2-96 | δ=8.30(s, 1H), 8.20~8.19(d, 2H), 8.15~8.14(d, 1H), 7.90~7.86 (m, 3H), 7.67~7.60(m, 4H), 7.49~7.37(m, 13H), 7.27~7.19(m, 10H) |
2-98 | δ=8.31(s, 1H), 8.22~8.20(d, 2H), 8.16~8.14(d, 1H), 7.93~7.86 (m, 3H), 7.72~7.63(m, 4H), 7.55~7.37(m, 13H), 7.27~7.19(m, 10H) |
2-111 | δ=8.35(s, 1H), 8.27~8.24(m, 2H), 8.18~8.16(d, 1H), 7.99~7.92 (m, 3H), 7.79~7.66(m, 4H), 7.59~7.42(m, 15H), 7.35~7.29(m, 10H) |
2-112 | δ=8.34(s, 1H), 8.26~8.23(m, 2H), 8.18~8.16(d, 1H), 7.99~7.92 (m, 3H), 7.75~7.65(m, 4H), 7.58~7.42(m, 15H), 7.35~7.29(m, 10H) |
2-113 | δ=8.35(s, 1H), 8.27~8.24(m, 2H), 8.18~8.16(d, 1H), 7.99~7.92 (m, 3H), 7.79~7.66(m, 4H), 7.59~7.42(m, 13H), 7.35~7.29(m, 10H) |
2-122 | δ=8.35(s, 1H), 8.27~8.24(m, 2H), 8.18~8.16(d, 1H), 7.98~7.91 (m, 3H), 7.78~7.67(m, 4H), 7.60~7.41(m, 13H), 7.34~7.28(m, 10H), 1.49(s, 6H) |
2-123 | δ=8.34(s, 1H), 8.26~8.23(m, 2H), 8.17~8.16(d, 1H), 7.97~7.90 (m, 3H), 7.75~7.65(m, 4H), 7.58~7.42(m, 15H), 7.35~7.29(m, 12H) |
2-124 | δ=8.34(s, 1H), 8.26~8.23(m, 2H), 8.17~8.16(d, 1H), 7.98~7.93 (m, 3H), 7.76~7.66(m, 4H), 7.59~7.43(m, 15H), 7.35~7.29(m, 12H) |
2-129 | δ=8.40(s, 1H), 8.30~8.26(m, 2H), 8.20~8.19(d, 1H), 7.99~7.92 (m, 3H), 7.79~7.66(m, 4H), 7.59~7.42(m, 13H), 7.35~7.29(m, 10H) |
2-131 | δ=8.41(s, 1H), 8.31~8.27(m, 2H), 8.20~8.19(d, 1H), 7.99~7.92 (m, 3H), 7.79~7.66(m, 4H), 7.59~7.42(m, 13H), 7.35~7.29(m, 10H) |
2-133 | δ=8.33~8.30(m, 2H), 8.25~8.24(d, 1H), 8.17~8.15(d, 1H), 7.98~7.93 (m, 3H), 7.76~7.66(m, 4H), 7.56~7.42(m, 15H), 7.33~7.29(m, 10H) |
2-137 | δ=8.33~8.30(m, 2H), 8.26~8.24(d, 1H), 8.16~8.15(d, 1H), 7.99~7.93 (m, 3H), 7.76~7.66(m, 4H), 7.56~7.42(m, 15H), 7.33~7.29(m, 12H) |
2-144 | δ=8.35~8.33(m, 2H), 8.26~8.25(d, 1H), 8.18~8.16(d, 1H), 7.99~7.94 (m, 3H), 7.79~7.70(m, 4H), 7.56~7.42(m, 15H), 7.33~7.29(m, 8H), 1.51(s, 6H) |
2-146 | δ=8.33~8.30(m, 2H), 8.25~8.24(d, 1H), 8.17~8.15(d, 1H), 7.98~7.93 (m, 3H), 7.76~7.66(m, 4H), 7.56~7.42(m, 17H), 7.33~7.29(m, 10H) |
2-153 | δ=8.36~8.34(m, 2H), 8.28~8.26(d, 1H), 8.19~8.18(d, 1H), 8.00~7.93 (m, 3H), 7.75~7.66(m, 4H), 7.56~7.42(m, 15H), 7.33~7.29(m, 8H) |
2-160 | δ=8.31(s, 1H), 8.20~8.17(m, 2H), 8.09~8.08(d, 1H), 7.96~7.92 (m, 3H), 7.75~7.65(m, 4H), 7.58~7.42(m, 11H), 7.30~7.25(m, 10H) |
2-198 | δ=8.32(s, 1H), 8.20~8.19(d, 2H), 8.15~8.14(d, 1H), 7.97~7.93(m, 3H), 7.79~7.69(m, 4H), 7.55~7.39(m, 13H), 7.25~7.21(m, 8H) |
2-201 | δ=8.33(s, 1H), 8.21~8.20(d, 2H), 8.16~8.14(d, 1H), 7.99~7.95(m, 3H), 7.79~7.69(m, 4H), 7.55~7.39(m, 13H), 7.24~7.20(m, 6H), 1.51(s, 6H) |
2-214 | δ=8.31(s, 1H), 8.20~8.18(d, 2H), 8.15~8.14(d, 1H), 7.94~7.93(d, 1H), 7.72~7.67(m, 3H), 7.55~7.44(m, 10H), 7.41~7.37(m, 6H), 7.24~7.20(m, 8H) |
2-228 | δ=8.32(s, 1H), 8.22~8.21(d, 2H), 8.17~8.15(d, 1H), 7.95~7.94(d, 1H), 7.72~7.68(m, 3H), 7.54~7.44(m, 8H), 7.41~7.37(m, 6H), 7.25~7.20(m, 8H), 1.50(s, 6H) |
2-231 | δ=8.30(s, 1H), 8.19~8.18(d, 2H), 8.15~8.14(d, 1H), 7.94~7.93(d, 1H), 7.72~7.67(m, 3H), 7.55~7.44(m, 12H), 7.41~7.37(m, 6H), 7.25~7.21(m, 8H) |
2-234 | δ=8.30(s, 1H), 8.18~8.14(m, 3H), 7.95~7.93(d, 1H), 7.72~7.67(m, 3H), 7.55~7.46(m, 12H), 7.41~7.35(m, 10H), 7.25~7.20(m, 8H) |
2-244 | δ=8.35(s, 1H), 8.22~8.20(d, 2H), 8.17~8.15(d, 1H), 7.99~7.97(d, 1H), 7.79~7.70(m, 3H), 7.60~7.47(m, 8H), 7.43~7.37(m, 6H), 7.24~7.20(m, 8H) |
2-246 | δ=8.34(s, 1H), 8.19~8.18(d, 2H), 8.15~8.14(d, 1H), 7.94~7.93(d, 1H), 7.72~7.67(m, 3H), 7.55~7.44(m, 10H), 7.41~7.20(m, 16H) |
2-257 | δ=8.40(s, 1H), 8.30~8.27(m, 2H), 8.20~8.19(d, 1H), 8.00~7.95 (m, 3H), 7.79~7.70(m, 4H), 7.58~7.42(m, 15H), 7.35~7.29(m, 10H) |
化合物 | 1 H NMR (CDCl3 , 300 Mz) |
3-1 | 1.72 (s, 6H), 6.70 (m, 6H), 7.07-7.10 (m, 4H), 7.20-7.23 (m, 8H), 7.33-7.39 (m, 8H), 7.66 (d, 2H), 7.89 (d, 1H) |
3-28 | 1.72 (s, 6H), 6.70 (m, 6H), 7.07-7.10 (m, 4H), 7.20-7.23 (m, 8H), 7.33-7.39 (m, 5H), 7.41 (t, 2H), 7.62 (s, 1H), 7.66 (d, 2H), 7.88 (d, 1H) |
3-48 | 1.70 (s, 6H), 6.70 (m, 6H), 7.08 (d, 1H), 7.33-7.39 (m, 7H), 7.41-7.55 (m, 9H), 7.62 (s, 1H), 7.73 (d, 2H), 7.77 (d, 1H), 7.92 (s, 1H), 7.98 (d, 1H) |
3-50 | 1.70 (s, 6H), 6.69 (m, 6H), 7.07 (d, 1H), 7.40-7.59 (m, 11H), 7.75-7.88 (m, 8H), 7.98 (d, 1H) |
3-52 | 1.70 (s, 6H), 1.75 (s, 6H), 6.58 (d, 1H), 6.65-6.67 (m, 4H), 6.75 (s, 1H), 7.07 (d, 1H), 7.29 (t, 1H), 7.38-7.40 (m, 5H), 7.51-7.56 (m, 8H), 7.62 (d, 1H), 7.74 (d, 1H), 7.76 (d, 1H), 7.87 (d, 1H), 7.93 (s, 1H), 7.98 (d, 1H) |
3-61 | 1.71 (s, 6H), 6.70 (m, 6H), 7.08 (d, 1H), 7.25 (dd, 8H), 7.41(t, 2H), 7.44-7.49 (m, 6H), 7.51-7.55 (m, 9H), 7.73 (d, 2H), 7.78 (d, 1H), 7.90 (s, 1H), 7.99 (d, 1H) |
3-62 | 1.70 (s, 6H), 1.75 (s, 6H), 6.58 (d, 1H), 6.65-6.67 (m, 4H), 6.75 (s, 1H), 7.07 (d, 1H), 7.25-7 26 (dd, 8H), 7.28 (t, 1H), 7.42-7.48 (m, 3H), 7.51-7.54 (m, 6H), 7.62 (d, 1H), 7.74 (d, 1H), 7.78 (d, 1H), 7.87 (d, 1H), 7.91 (s, 1H), 7.98 (d, 1H) |
3-63 | 1.70 (s, 6H), 1.77 (s, 6H), 6.58 (d, 1H), 6.66-6.69 (m, 4H), 6.75 (s, 1H), 7.07 (d, 1H), 7.28-7.30 (m, 4H), 7.51-7.54 (m, 8H), 7.71-7.88 (m, 10H) |
3-78 | 1.70 (s, 6H), 6.66-6.69 (m, 6H), 6.75 (s, 1H), 7.05 (d, 1H), 7.42 (t, 1H), 7.51-7.54 (m, 7H), 7.60-7.65 (m, 10H), 7.73-7.80 (m, 3H), 8.00-8.10 (m, 2H) |
3-97 | 1.72 (s, 6H), 6.58 (d, 1H), 6.65-6.67 (m, 4H), 6.88-6.89 (m, 2H), 7.07 (d, 1H), 7.44-7.48 (m, 5H), 7.50-7.59 (m, 12H), 7.73-7.76 (m, 2H), 7.93 (s, 1H), 7.98 (d, 1H) |
3-121 | 1.70 (s, 6H), 6.66-6.69 (m, 6H), 7.44 (t, 2H), 7.51-7.54 (m, 7H), 7.60-7.65 (m, 9H), 7.67-7.77 (m, 3H), 8.00 (d, 2H) |
3-145 | 6.67-6.70 (m, 6H), 7.09-7.12 (m, 5H), 7.20-7.23 (m, 4H), 7.33-7.39 (m, 7H), 7.42-7.60 (m, 13H), 7.73 (d, 2H), 7.90 (s, 1H), 8.12 (d, 1H) |
3-162 | 6.65-6.69 (m, 6H), 6.81 (t, 1H), 7.20-7.23 (m, 4H), 7.38-7.40 (m, 8H), 7.45-7.60 (m, 14H), 7.75 (d, 1H), 7.95 (s, 1H), |
3-181 | 6.69-6.71 (m, 6H), 7.06-7.11 (m, 5H), 7.20-7.23 (m, 4H), 7.33-7.39 (m, 7H), 7.42-7.60 (m, 13H), 7.73 (d, 2H), 7.89 (s, 1H), 7.98 (d, 1H) |
3-182 | 6.69-6.71 (d, 4H), 7.06-7.12 (m, 5H), 7.25-7.27 (m, 4H), 7.34-7.39 (m, 7H), 7.40-7.61 (m, 9H), 7.73-7.77 (m, 4H), 7.87-7.89 (m, 3H), 7.98 (d, 1H) |
3-216 | 6.70 (m, 6H), 7.06-7.11 (m, 4H), 7.20-7.23 (m, 5H), 7.33-7.39 (m, 7H), 7.42-7.60 (m, 13H), 7.63 (d, 2H), 7.73 (d, 1H), 7.98 (d, 1H) |
3-229 | 1.72 (s, 6H), 6.70 (m, 6H), 7.06-7.10 (m, 5H), 7.20-7.23 (m, 7H), 7.33-7.39 (m, 8H), 7.66 (d, 2H), 7.89 (d, 1H) |
3-247 | 1.72 (s, 6H), 6.70 (m, 6H), 7.05-7.08 (m, 4H), 7.21-7.30 (m, 6H), 7.38-7.45 (m, 8H), 7.51-7.55 (m, 2H), 7.62 (s, 1H), 7.65 (d, 1H), 7.90 (d, 1H) |
3-261 | 1.70 (s, 6H), 6.68 (m, 6H), 7.07 (d, 1H), 7.32-7.45 (m, 12H), 7.51-7.55 (m, 6H), 7.66 (d, 1H), 7.77 (d, 1H), 7.89 (d, 1H), 7.92 (s, 1H) |
3-264 | 1.70 (s, 6H), 1.75 (s, 6H), 6.58 (d, 1H), 6.65-6.67 (m, 4H), 6.75 (s, 1H), 7.07 (d, 1H), 7.28-7.40 (m, 8H), 7.51-7.56 (m, 6H), 7.62-7.66 (m, 3H), 7.77 (d, 1H), 7.87-7.89 (m, 2H) |
3-276 | 1.70 (s, 6H), 1.75 (s, 6H), 6.67-6.68 (m, 6H), 6.75 (s, 1H), 7.07 (d, 1H), 7.30-7.41 (m, 7H), 7.51-7.57 (m, 9H), 7.62-7.66 (m, 2H), 7.77 (d, 2H), 7.87-7.92 (m, 4H) |
3-294 | 1.72 (s, 6H), 6.70 (m, 6H), 7.08 (d, 1H), 7.25 (m, 6H), 7.38-7.41 (m, 10H), 7.48-7.52 (m, 6H), 7.65 (d, 1H), 7.77 (d, 1H), 7.90 (d, 1H), 7.93 (s, 1H) |
3-319 | 1.73 (s, 6H), 6.69 (m, 6H), 7.38-7.41 (m, 10H), 7.50-7.55 (m, 8H), 7.65-7.67 (d, 3H), 7.90 (d, 1H) |
3-337 | 6.70 (m, 6H), 7.09-7.11 (m, 4H), 7.26-7.30 (m, 5H), 7.35-7.40 (m, 8H), 7.42-7.59 (m, 13H), 7.66 (d, 2H), 7.90 (d, 1H) |
3-348 | 6.70 (m, 6H), 7.11-7.12 (m, 4H), 7.28-7.32 (m, 8H), 7.38-7.40 (m, 6H), 7.48-7.59 (m, 13H), 7.66 (d, 1H), 7.90 (d, 1H) |
3-357 | 6.69 (m, 6H), 7.06 (d, 1H), 7.11-7.12 (m, 4H), 7.29-7.32 (m, 8H), 7.37-7.41 (m, 4H), 7.48-7.59 (m, 12H), 7.66 (d, 1H), 7.73 (d, 1H), 7.88 (s, 1H), 7.90 (d, 1H) |
3-378 | 6.69 (m, 6H), 7.11-7.12 (m, 4H), 7.29-7.33 (m, 6H), 7.37-7.41 (m, 4H), 7.48-7.59 (m, 9H), 7.63-7.66 (m, 3H), 7.77-7.88 (m, 5H) |
3-381 | 6.71 (m, 6H), 7.10-7.12 (m, 4H), 7.29-7.32 (m, 9H), 7.37-7.41 (m, 4H), 7.48-7.59 (m, 12H), 7.62-7.65 (m, 3H), 7.90 (d, 1H) |
化合物 | 1 H NMR (DMSO, 300 MHz) |
4-1 | δ=8.80(1H, d), 7.97-7.86(4H, m), 7.76(1H, d), 7.51-7.20(14H, m), 7.08(2H, d), 7.00(1H, t), 1.69(6H, s) |
4-3 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(2H, m), 7.78-7.65(5H, m), 7.55-7.28(21H, m), 7.16(1H, d), 7.11(1H, s), 1.69(6H, s) |
4-5 | δ=8.80(1H, d), 7.97-7.86(4H, m), 7.76(3H, d), 7.55-7.17(19H, m), 1.69(6H, m) |
4-13 | δ=8.80(1H, d), 8.10(1H, d), 7.97-7.86(4H, m), 7.76(3H, d), 7.55-7.16(22H, m), 1.69(6H, s) |
4-16 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90(1H, d), 7.86(1H, d), 7.75-7.28(29H, m), 7.16(1H, d), 1.69(6H, s) |
4-21 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90(1H, d), 7.86(1H, d), 7.75-7.72(5H, m), 7.55-7.25(28H, m), 7.16(1H, d), 1.69(6H, s) |
4-22 | δ=8.98(1H, d), 8.93(1H, d), 8.84(1H, d), 8.31(1H, d), 8.26(1H, d), 8.11(1H, d), 7.90(2H, d), 7.86(1H, d), 7.72-7.49(14H, m), 7.41-7.28(7H, m), 7.16(1H, d), 1.69(6H, s) |
4-24 | δ=9.08(1H, d), 8.84(1H, d), 8.80(1H, d), 8.27(1H, d), 8.05(1H, s), 7.97-7.86(5H, m), 7.70-7.17(21H, m), 1.69(6H, s) |
4-30 | δ=8.95(1H, d), 8.93(1H, d), 8.50(1H, d), 8.31-8.20(3H, m), 8.09(1H, d), 7.90(1H, d), 7.86(1H, d), 7.77-7.65(4H, m), 7.55-7.52(9H, m), 7.41-7.28(10H, m), 7.16(1H, d), 1.69(6H, s) |
4-32 | δ=8.95(1H, d), 8.93(1H, d), 8.50(1H, d), 8.31-8.20(3H, m), 8.09(1H, d), 7.90-7.86(2H, m), 7.77-7.54(12H, m), 7.41-7.16(16H, m), 1.69(6H, s) |
4-38 | δ=8.93(1H, d), 8.80(1H, d), 8.31(1H, d), 8.26(1H, d), 7.97-7.86(4H, m), 7.76-7.65(4H, m), 7.55-7.16(25H, m), 1.69(6H, s) |
4-43 | δ=8.80(1H, d), 8.39(1H, d), 8.19(1H, d), 7.97-7.89(3H, m), 7.75(2H, d), 7.62-7.38(12H, m), 7.28-7.16(15H, m), 6.40(1H, d), 1.69(6H, s) |
4-49 | δ=8.80(1H, d), 7.98-7.89(4H, m), 7.76(1H, d), 7.55-7.16(18H, m), 6.91(1H, d), 1.69(6H, s) |
4-60 | δ=8.80(1H, d), 8.46(1H, d), 7.97-7.85(7H, m), 7.76(1H, d), 7.56-7.16(15H, m), 1.69(6H, s) |
4-69 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(3H, m), 7.72(1H, d), 7.65(2H, d), 7.55(7H, d), 7.41-7.16(13H, m), 1.69(12H, s) |
4-70 | δ=8.80(1H, d), 7.97-7.86(5H, m), 7.76(1H, d), 7.62(1H, s), 7.55-7.16(16H, m), 7.06(1H, d), 1.69(12H, s) |
4-81 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(3H, m), 7.72(1H, d), 7.65(2H, d), 7.55(7H, d), 7.41-7.10(23H, m), 1.69(6H, s) |
4-83 | δ=8.93(1H, d), 8.31-8.26(2H, m), 7.90(2H, d), 7.86(2H, d), 7.72(1H, d), 7.65(2H, d), 7.55(7H, d), 7.41-7.16(22H, m), 1.69(6H, s) |
4-86 | δ=8.80(1H, d), 8.09(1H, d), 7.97-7.86(6H, m), 7.78-7.76(2H, m), 7.55-7.10(29H, m), 1.69(6H, s) |
4-91 | δ=8.80(1H, d), 7.97-7.86(7H, m), 7.76(1H, d), 7.61-7.16(23H, m), 7.05(1H, d), 1.69(6H, s) |
4-92 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.85(4H, m), 7.72(1H, d), 7.65(2H, d), 7.55-7.23(23H, m), 7.16(1H, d), 7.06(1H, d), 1.69(6H, s) |
4-100 | δ=8.80(1H, d), 7.97-7.89(4H, m), 7.76(1H, d), 7.62-7.01(27H, m), 1.69(6H, s) |
4-125 | δ=8.98(1H, d), 8.93(1H, d), 8.84(1H, d), 8.31(1H, d), 8.26(1H, d), 8.11(1H, d), 8.09(1H, d), 7.90(2H, d), 7.89(1H, d), 7.78-7.49(17H, m), 7.41-7.28(8H, m), 1.69(6H, s) |
4-126 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90(1H, d), 7.86(1H, d), 7.75(4H, d), 7.72(1H, d), 7.55-7.25(24H, m), 7.16(1H, d), 1.69(6H, s) |
4-136 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 8.09(1H, d), 7.90-7.86(4H, m), 7.78-7.72(4H, m), 7.55-7.28(20H, m), 7.16(1H, d), 1.69(12H, s) |
4-152 | δ=8.93(1H, d), 8.45(1H, d), 8.31(1H, d), 8.26(1H, d), 7.95-7.85(5H, m), 7.72-7.10(30H, m) |
4-166 | δ=8.80(1H, d), 8.45(1H, d), 8.01-7.89(7H, m), 7.76(1H, d), 7.64(1H, s), 7.56-7.20(22H, m) |
4-181 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(2H, m), 7.72(1H, d), 7.65(2H, d), 7.55(6H, d), 7.41-7.00(27H, m) |
4-183 | δ=8.80(1H, d), 7.97-.7.86(4H, m), 7.78-7.71(5H, m), 7.55-7.10(33H, m) |
4-184 | δ=8.93(1H, d), 8.31-8.26(2H, m), 7.90-7.86(2H, m), 7.75-7.65(5H, m), 7.55-7.10(31H, m) |
4-223 | δ=8.80(1H, d), 7.46(1H, d), 8.19(1H, d), 7.97-7.89(3H, m), 7.76(1H, d), 7.62-7.38(14H, m), 7.28-7.10(18H, m), 6.40(1H, d) |
4-224 | δ=8.93(1H, d), 8.55(1H, d), 8.31-8.19(3H, m), 7.94(1H, d), 7.86(1H, d), 7.72-7.16(36H, m) |
4-240 | δ=8.93(1H, d), 8.45(1H, d), 8.31(1H, d), 8.26(1H, d), 7.95-7.85(5H, m), 7.72-7.10(30H, m) |
4-241 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 8.09(1H, d), 7.90(1H, d), 7.89(1H, s), 7.78-7.65(4H, m), 7.55(8H, d), 7.41-7.00(23H, m) |
4-252 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 8.09-7.99(4H, m), 7.90-7.86(4H, m), 7.78(1H, d), 7.72(1H, d), 7.63-7.54(8H, m), 7.40-7.10(22H, m), 1.69(6H, s) |
4-262 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(3H, m), 7.72-7.65(3H, m), 7.54-7.10(40H, m) |
4-264 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 8.08(1H, d), 7.90-7.89(4H, d), 7.72(1H, d), 7.68(1H, d), 7.55(6H, d), 7.45-7.00(30H, m) |
4-271 | δ=8.80(1H, d), 7.97-7.86(6H, m), 7.76(1H, d), 7.55-7.16(22H, m) |
4-273 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.94-7.86(5H, m), 7.78-7.28(31H, m), 7.16(1H, d), 7.11(1H, s) |
4-275 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(4H, m), 7.75-7.65(5H, m), 7.55-7.16(31H, m) |
4-284 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 7.90-7.86(4H, m), 7.75-.7.72(3H, m), 7.54-7.24(30H, m), 7.08-7.00(3H, m) |
4-308 | δ=8.80(2H, d), 7.97-7.86(8H, m), 7.76(2H, d), 7.51-7.16(25H, m) |
4-324 | δ=8.80(1H, d), 7.98-7.69(9H, m), 7.57-7.20(26H, m), 7.06(1H, d) |
4-337 | δ=8.98(1H, d), 8.93(1H, d), 8.84(1H, d), 8.31(1H, d), 8.26(1H, d), 8.11(1H, d), 7.90-7.86(5H, m), 7.68-7.25(31H, m), 7.16(1H, d) |
4-356 | δ=8.93(1H, d), 8.31(1H, d), 8.26(1H, d), 8.03(1H, d), 7.98(1H, d), 7.90-7.72(9H, m), 7.55-7.27(26H, m), 7.16(1H, d) |
4-359 | δ=8.93(1H, d), 8.55(1H, d), 8.45(1H, d), 8.32-8.26(3H, m), 7.93-7.86(5H, m), 7.78-7.70(4H, m), 7.56-7.27(22H, m), 7.16(1H, d), 7.11(1H, s) |
用蒸餾水超音波清潔玻璃基板,氧化銦錫(indium tin oxide;ITO)作為薄膜以1,500埃的厚度塗佈於所述玻璃基板上。在用蒸餾水清潔完成之後,將基板用諸如丙酮、甲醇以及異丙醇的溶劑超音波清潔,接著乾燥,且在UV清潔器中使用UV進行UVO處理5分鐘。此後,將基板轉移至電漿清潔器(plasma cleaner;PT),且在真空下進行電漿處理用於ITO功函數及殘餘膜移除之後,將基板轉移至熱沈積設備用於有機沈積。
在透明ITO電極(陽極)上,形成以下作為電洞注入層的2-TNATA(4,4',4"-三[2-萘基(苯基)胺基]三苯胺)及以下作為電洞傳輸層的NPB(N,N'-二(1-萘基)-N,N'-二苯基-(1,1'-聯苯)-4,4'-二胺)(其為常用層)。
如下在其上熱真空沈積發光層。藉由在一個供應源中沈積描述於下表13中的兩種類型的化合物作為紅色主體,以及向主體摻雜3%的用作紅色磷光摻雜劑的以下(piq)2
(Ir)(acac)來將發光層沈積至500埃。此後,將以下BCP沈積至60埃作為電洞阻擋層,且在其上將Alq3
沈積至200埃作為電子傳輸層。最後,藉由將氟化鋰(lithium fluoride;LiF)沈積至10埃厚度而在電子傳輸層上形成電子注入層,且接著藉由將鋁(Al)陰極沈積至1,200埃厚度而在電子注入層上形成陰極,且因此,製造有機電致發光元件。
同時,在10-8
托至10-6
托下針對有機發光元件(organic light emitting device;OLED)製造中使用的每一材料真空昇華純化製造OLED所需的全部有機化合物。
2)有機電致發光元件的驅動電壓及發光效率
對於如上製造的有機電致發光元件中的每一者,使用由麥克科學公司(McScience Inc.)製造的M7000來量測電致發光(electroluminescent;EL)屬性,且藉由量測結果,當標準亮度為6,000坎德拉/平方公尺時,經由由麥克科學公司製造的使用壽命量測系統(M6000)來量測T90
。本揭露內容的有機電致發光元件的屬性如下表13中所繪示。
[表13]
化合物 | 比 | 驅動電壓(伏) | 效率(坎德拉/安) | 色彩座標(x, y) | 使用壽命(T90 ) | |
比較例1 | 1-1:C | 1:2 | 4.11 | 22.5 | (0.681, 0.318) | 121 |
比較例2 | 1-1:D | 1:1 | 4.10 | 23.0 | (0.682, 0.318) | 112 |
比較例3 | 1-1:D | 1:2 | 4.05 | 24.1 | (0.682, 0.318) | 108 |
比較例4 | 1-1:D | 1:3 | 4.02 | 24.1 | (0.682, 0.318) | 107 |
比較例5 | A:2-244 | 2:1 | 4.20 | 23.2 | (0.682, 0.317) | 111 |
比較例6 | A:2-244 | 1:1 | 4.23 | 24.0 | (0.682, 0.318) | 105 |
比較例7 | A:2-244 | 1:2 | 4.18 | 23.8 | (0.682, 0.317) | 109 |
比較例8 | B:4-337 | 2:1 | 4.09 | 24.2 | (0.682, 0.318) | 121 |
比較例9 | B:4-337 | 1:1 | 4.13 | 23.9 | (0.682, 0.318) | 112 |
比較例10 | B:4-337 | 1:2 | 4.17 | 23.8 | (0.682, 0.317) | 110 |
比較例11 | B:C | 1:1 | 4.56 | 18.0 | (0.682, 0.317) | 90 |
比較例12 | B:C | 1:2 | 4.42 | 19.1 | (0.682, 0.317) | 88 |
比較例13 | B:C | 1:3 | 4.39 | 17.8 | (0.682, 0.317) | 85 |
實例1 | 1-1:2-131 | 1:1 | 3.90 | 27.3 | (0.681, 0.318) | 151 |
實例2 | 1-1:2-131 | 1:2 | 3.85 | 28.5 | (0.681, 0.317) | 152 |
實例3 | 1-1:2-131 | 1.5:1 | 3.91 | 28.1 | (0.681, 0.318) | 149 |
實例4 | 1-1:2-131 | 2:1 | 3.94 | 28.2 | (0.681, 0.318) | 148 |
實例5 | 1-1:2-160 | 1:2 | 3.96 | 27.9 | (0.681, 0.317) | 153 |
實例6 | 1-33:2-244 | 2:1 | 3.73 | 29.2 | (0.681, 0.317) | 145 |
實例7 | 1-33:2-244 | 1:1 | 3.70 | 28.9 | (0.681, 0.318) | 147 |
實例8 | 1-33:2-244 | 1:2 | 3.68 | 28.8 | (0.681, 0.318) | 147 |
實例9 | 1-25:2-96 | 2:1 | 3.96 | 28.9 | (0.681, 0.318) | 145 |
實例10 | 1-25:2-96 | 1:1 | 3.64 | 28.0 | (0.681, 0.317) | 157 |
實例11 | 1-25:2-96 | 1:2 | 3.96 | 28.9 | (0.681, 0.318) | 145 |
實例12 | 1-1:3-78 | 3:1 | 3.66 | 28.3 | (0.681, 0.317) | 173 |
實例13 | 1-1:3-78 | 2:1 | 3.67 | 28.3 | (0.681, 0.318) | 170 |
實例14 | 1-1:3-78 | 1.5:1 | 3.68 | 28.5 | (0.681, 0.317) | 172 |
實例15 | 1-1:3-78 | 1:1 | 3.72 | 28.5 | (0.681, 0.318) | 168 |
實例16 | 1-1:3-78 | 1:2 | 3.88 | 28.6 | (0.683, 0.316) | 167 |
實例17 | 1-1:3-78 | 1:3 | 3.95 | 26.8 | (0.681, 0.318) | 167 |
實例18 | 1-194:3-52 | 3:1 | 3.67 | 28.5 | (0.681, 0.318) | 158 |
實例19 | 1-194:3-52 | 2:1 | 3.68 | 30.0 | (0.681, 0.318) | 157 |
實例20 | 1-194:3-52 | 1.5:1 | 3.70 | 30.8 | (0.681, 0.317) | 155 |
實例21 | 1-194:3-52 | 1:1 | 3.71 | 30.5 | (0.681, 0.317) | 149 |
實例22 | 1-194:3-52 | 1:2 | 3.88 | 30.6 | (0.683, 0.316) | 148 |
實例23 | 1-38:3-97 | 2:1 | 3.70 | 29.0 | (0.681, 0.318) | 158 |
實例24 | 1-36:3-61 | 2:1 | 3.69 | 29.8 | (0.681, 0.318) | 151 |
實例25 | 1-187:3-161 | 1.5:1 | 3.68 | 29.7 | (0.681, 0.318) | 148 |
實例26 | 1-198:3-294 | 1.5:1 | 3.75 | 28.8 | (0.681, 0.318) | 155 |
實例27 | 1-199:3-28 | 1.5:1 | 3.72 | 29.0 | (0.681, 0.318) | 161 |
實例28 | 1-211:3-182 | 1.5:1 | 3.78 | 26.9 | (0.681, 0.318) | 162 |
實例29 | 1-214:4-337 | 3:1 | 3.65 | 28.5 | (0.681, 0.317) | 139 |
實例30 | 1-214:4-337 | 2:1 | 3.68 | 30.8 | (0.681, 0.317) | 145 |
實例31 | 1-214:4-337 | 1:1 | 3.72 | 27.7 | (0.681, 0.318) | 159 |
實例32 | 1-214:4-337 | 1:2 | 3.95 | 26.9 | (0.681, 0.318) | 187 |
實例33 | 1-214:4-337 | 1:3 | 4.01 | 25.9 | (0.681, 0.318) | 201 |
實例34 | 1-20:4-21 | 3:1 | 3.71 | 27.8 | (0.682, 0.318) | 138 |
實例35 | 1-20:4-21 | 2:1 | 3.76 | 30.1 | (0.681, 0.318) | 148 |
實例36 | 1-20:4-21 | 1:1 | 3.89 | 29.3 | (0.681, 0.318) | 169 |
實例37 | 1-20:4-21 | 1:2 | 3.97 | 27.5 | (0.681, 0.317) | 177 |
實例38 | 1-20:4-21 | 1:3 | 4.50 | 27.0 | (0.681, 0.318) | 185 |
實例39 | 1-25:4-126 | 3:1 | 3.68 | 26.7 | (0.682, 0.318) | 138 |
實例40 | 1-25:4-126 | 2:1 | 3.73 | 29.0 | (0.681, 0.317) | 148 |
實例41 | 1-25:4-126 | 1:1 | 3.86 | 28.2 | (0.681, 0.318) | 169 |
實例42 | 1-25:4-126 | 1:2 | 3.94 | 26.4 | (0.681, 0.317) | 177 |
實例43 | 1-25:4-126 | 1:3 | 4.21 | 26.1 | (0.681, 0.318) | 185 |
實例44 | 1-214:4-284 | 3:1 | 3.69 | 26.7 | (0.681, 0.318) | 135 |
實例45 | 1-214:4-284 | 2:1 | 3.81 | 28.0 | (0.682, 0.318) | 148 |
實例46 | 1-214:4-284 | 1:1 | 3.89 | 28.4 | (0.681, 0.317) | 171 |
實例47 | 1-214:4-284 | 1:2 | 4.01 | 25.3 | (0.681, 0.318) | 173 |
實例48 | 1-214:4-284 | 1:3 | 4.00 | 24.7 | (0.681, 0.317) | 178 |
實例49 | 1-194:4-337 | 2:1 | 3.71 | 28.7 | (0.681, 0.317) | 145 |
實例50 | 1-194:4-337 | 1:1 | 3.82 | 28.5 | (0.681, 0.318) | 168 |
實例51 | 1-194:4-337 | 1:2 | 3.92 | 26.3 | (0.681, 0.317) | 177 |
實例52 | 1-225:4-136 | 2:1 | 3.67 | 29.9 | (0.681, 0.317) | 179 |
實例53 | 1-225:4-136 | 1:1 | 3.68 | 30.0 | (0.681, 0.317) | 185 |
實例54 | 1-225:4-136 | 1:2 | 3.72 | 29.1 | (0.681, 0.318) | 188 |
實例55 | 1-33:4-21 | 1:1 | 3.59 | 30.1 | (0.681, 0.317) | 187 |
實例56 | 1-187:4-337 | 1:1 | 4.03 | 25.4 | (0.681, 0.318) | 173 |
實例57 | 1-198:4-126 | 1:1 | 3.74 | 29.0 | (0.681, 0.317) | 148 |
實例58 | 1-199:4-284 | 1:1 | 3.72 | 27.6 | (0.681, 0.318) | 162 |
如自表13所見,鑑定出當將對應於化學式1的化合物(A)及對應於化學式2、化學式3或化學式4的化合物(B)組合且用於發光元件的發光層中時,與當單獨使用對應於化學式1的化合物(A)時相比,在使用壽命、效率以及驅動電壓的屬性方面獲得優良效應。
特定而言,化學式1的化合物(A)藉由用芳基及三口井基直接取代萘并苯并呋喃結構的一個側苯環而為元件提供適當能階及熱穩定性,且鑑定出使用化學式1的化合物(A)製造具有改善的使用壽命、驅動穩定性以及效率的有機發光元件。
當在有機發光元件的有機材料層中包含N+P化合物時,可藉由出現激發複合物現象而在效率及使用壽命方面獲得優良結果。N+P化合物的激發複合物現象為歸因於兩個分子之間的電子交換而釋放具有施體(P主體)HOMO能階及受體(N主體)LUMO能階的大小的能量的現象。當將具有良好電洞傳輸能力的施體(P主體)及具有良好電子傳輸能力的受體(N主體)用作發光層的主體時,將電洞注入至P主體且將電子注入至N主體,且因此,可降低驅動電壓,此最終有助於增強使用壽命。
100:基板
200:陽極
300:有機材料層
301:電洞注入層
302:電洞傳輸層
303:發光層
304:電洞阻擋層
305:電子傳輸層
306:電子注入層
400:陰極
圖1至圖3為各自示出根據本說明書的一個實施例的有機發光元件的層壓結構的圖。
100:基板
200:陽極
300:有機材料層
400:陰極
Claims (13)
- 一種有機發光元件,包括:第一電極;第二電極,以及一或多個有機材料層,設置於所述第一電極與所述第二電極之間,其中所述有機材料層包含發光層,其中所述發光層包含由以下化學式1表示的化合物(A)及由以下化學式2至化學式4中的任一者表示的化合物(B):
- 如請求項1所述的有機發光元件,其中所述發光層包含主體,且所述主體包含所述化合物(A)及所述化合物(B)。
- 如請求項1所述的有機發光元件,其中所述化合物(A)及所述化合物(B)的重量比為1:10至10:1。
- 如請求項1所述的有機發光元件,更包括由下述者所組成的族群中選出的一個、兩個或大於兩個層:發光層、電洞注入層、電洞傳輸層、電子注入層、電子傳輸層、電子阻擋層以及電洞阻擋層。
- 一種用於有機發光元件的發光層的組成物,所述組成物包括:化合物(A),由以下化學式1表示;以及化合物(B),由以下化學式2至化學式4中的任一者表示:[化學式1]
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