CN101516856A - 杂环桥联联苯及其在场致发光装置中的应用 - Google Patents
杂环桥联联苯及其在场致发光装置中的应用 Download PDFInfo
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- CN101516856A CN101516856A CNA2007800341610A CN200780034161A CN101516856A CN 101516856 A CN101516856 A CN 101516856A CN A2007800341610 A CNA2007800341610 A CN A2007800341610A CN 200780034161 A CN200780034161 A CN 200780034161A CN 101516856 A CN101516856 A CN 101516856A
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- Prior art keywords
- alkyl
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- aryl
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- 125000000623 heterocyclic group Chemical group 0.000 title claims description 16
- 235000010290 biphenyl Nutrition 0.000 title description 7
- 150000004074 biphenyls Chemical class 0.000 title description 2
- 239000000463 material Substances 0.000 claims abstract description 117
- 150000001875 compounds Chemical class 0.000 claims abstract description 79
- -1 4Be hydrogen Chemical class 0.000 claims description 90
- 239000002585 base Substances 0.000 claims description 80
- 229910052757 nitrogen Inorganic materials 0.000 claims description 59
- 229910052799 carbon Inorganic materials 0.000 claims description 58
- 229910052739 hydrogen Inorganic materials 0.000 claims description 57
- 125000003118 aryl group Chemical group 0.000 claims description 50
- 125000000217 alkyl group Chemical group 0.000 claims description 40
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 33
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 27
- 150000002367 halogens Chemical class 0.000 claims description 27
- 229910052760 oxygen Inorganic materials 0.000 claims description 27
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 125000001424 substituent group Chemical group 0.000 claims description 21
- 238000005401 electroluminescence Methods 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 125000001624 naphthyl group Chemical group 0.000 claims description 16
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 125000004122 cyclic group Chemical group 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 239000005864 Sulphur Substances 0.000 claims description 8
- 229910052731 fluorine Inorganic materials 0.000 claims description 8
- 229910052786 argon Inorganic materials 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 7
- 125000005245 nitryl group Chemical group [N+](=O)([O-])* 0.000 claims description 7
- VEPOHXYIFQMVHW-XOZOLZJESA-N 2,3-dihydroxybutanedioic acid (2S,3S)-3,4-dimethyl-2-phenylmorpholine Chemical compound OC(C(O)C(O)=O)C(O)=O.C[C@H]1[C@@H](OCCN1C)c1ccccc1 VEPOHXYIFQMVHW-XOZOLZJESA-N 0.000 claims description 6
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims description 4
- 125000006850 spacer group Chemical group 0.000 claims description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 claims description 3
- 239000011630 iodine Substances 0.000 claims description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims description 3
- 125000005561 phenanthryl group Chemical group 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 230000003595 spectral effect Effects 0.000 abstract description 3
- 239000010410 layer Substances 0.000 description 93
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 23
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 19
- 230000005540 biological transmission Effects 0.000 description 16
- 230000027756 respiratory electron transport chain Effects 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000000758 substrate Substances 0.000 description 14
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 125000004093 cyano group Chemical group *C#N 0.000 description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 10
- 229910052741 iridium Inorganic materials 0.000 description 10
- 150000001721 carbon Chemical group 0.000 description 9
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 9
- 125000003277 amino group Chemical group 0.000 description 8
- 150000004982 aromatic amines Chemical class 0.000 description 8
- 239000004305 biphenyl Substances 0.000 description 8
- 238000002347 injection Methods 0.000 description 8
- 239000007924 injection Substances 0.000 description 8
- 229960003540 oxyquinoline Drugs 0.000 description 8
- 229960000583 acetic acid Drugs 0.000 description 7
- 125000003342 alkenyl group Chemical group 0.000 description 7
- 230000000903 blocking effect Effects 0.000 description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 7
- 239000002019 doping agent Substances 0.000 description 7
- 229960004756 ethanol Drugs 0.000 description 7
- 239000012362 glacial acetic acid Substances 0.000 description 7
- 239000012044 organic layer Substances 0.000 description 7
- 150000003254 radicals Chemical class 0.000 description 7
- 125000001544 thienyl group Chemical group 0.000 description 7
- 125000005259 triarylamine group Chemical group 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 238000000151 deposition Methods 0.000 description 6
- 239000011159 matrix material Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 239000004411 aluminium Substances 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 description 5
- 229910052794 bromium Inorganic materials 0.000 description 5
- 239000010406 cathode material Substances 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 150000002790 naphthalenes Chemical class 0.000 description 5
- 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 5
- 229920000642 polymer Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical group [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 108091006149 Electron carriers Proteins 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 125000000732 arylene group Chemical group 0.000 description 4
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 4
- 238000010276 construction Methods 0.000 description 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 230000005525 hole transport Effects 0.000 description 4
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 4
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 150000002894 organic compounds Chemical class 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 150000003384 small molecules Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 3
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 3
- NBYLBWHHTUWMER-UHFFFAOYSA-N 2-Methylquinolin-8-ol Chemical compound C1=CC=C(O)C2=NC(C)=CC=C21 NBYLBWHHTUWMER-UHFFFAOYSA-N 0.000 description 3
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 3
- 239000005695 Ammonium acetate Substances 0.000 description 3
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000001118 alkylidene group Chemical group 0.000 description 3
- 229940043376 ammonium acetate Drugs 0.000 description 3
- 235000019257 ammonium acetate Nutrition 0.000 description 3
- 150000004646 arylidenes Chemical group 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000005229 chemical vapour deposition Methods 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000004020 conductor Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 125000000392 cycloalkenyl group Chemical group 0.000 description 3
- 238000005538 encapsulation Methods 0.000 description 3
- 125000004185 ester group Chemical group 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000003446 ligand Substances 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- HRGDZIGMBDGFTC-UHFFFAOYSA-N platinum(2+) Chemical compound [Pt+2] HRGDZIGMBDGFTC-UHFFFAOYSA-N 0.000 description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 2
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
- STTGYIUESPWXOW-UHFFFAOYSA-N 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline Chemical compound C=12C=CC3=C(C=4C=CC=CC=4)C=C(C)N=C3C2=NC(C)=CC=1C1=CC=CC=C1 STTGYIUESPWXOW-UHFFFAOYSA-N 0.000 description 2
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 2
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 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
- LAIUFBWHERIJIH-UHFFFAOYSA-N 3-Methylheptane Chemical compound CCCCC(C)CC LAIUFBWHERIJIH-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ZVGCGHVMJAECEG-UHFFFAOYSA-N Chinol Natural products COC1=C(O)C(C)=C(C)C(O)=C1OC ZVGCGHVMJAECEG-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- HDDYZBALTSRZPD-UHFFFAOYSA-N NCC=1C=C(C=CC1)N(C1=CC=CC=C1)C1=C(C=CC=C1)N(C1=CC=CC=C1)C1=CC=CC=C1 Chemical compound NCC=1C=C(C=CC1)N(C1=CC=CC=C1)C1=C(C=CC=C1)N(C1=CC=CC=C1)C1=CC=CC=C1 HDDYZBALTSRZPD-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- 239000010405 anode material Substances 0.000 description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 125000005605 benzo group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 description 2
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229960000935 dehydrated alcohol Drugs 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
- 229910052733 gallium Inorganic materials 0.000 description 2
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 description 2
- MRNHPUHPBOKKQT-UHFFFAOYSA-N indium;tin;hydrate Chemical compound O.[In].[Sn] MRNHPUHPBOKKQT-UHFFFAOYSA-N 0.000 description 2
- 150000002475 indoles Chemical class 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000000468 ketone group Chemical group 0.000 description 2
- 125000005647 linker group Chemical group 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 2
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 2
- 125000003373 pyrazinyl group Chemical group 0.000 description 2
- 125000002098 pyridazinyl group Chemical group 0.000 description 2
- 125000001567 quinoxalinyl group Chemical class N1=C(C=NC2=CC=CC=C12)* 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000010129 solution processing Methods 0.000 description 2
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- 125000002960 margaryl 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])C([H])([H])C([H])([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 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
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- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- DCZNSJVFOQPSRV-UHFFFAOYSA-N n,n-diphenyl-4-[4-(n-phenylanilino)phenyl]aniline Chemical compound C1=CC=CC=C1N(C=1C=CC(=CC=1)C=1C=CC(=CC=1)N(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 DCZNSJVFOQPSRV-UHFFFAOYSA-N 0.000 description 1
- IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical compound C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 description 1
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- XUUJSQNZFJMLHV-UHFFFAOYSA-N n-phenyl-n-(2-phenylphenyl)anthracen-9-amine Chemical group C1=CC=CC=C1N(C=1C2=CC=CC=C2C=C2C=CC=CC2=1)C1=CC=CC=C1C1=CC=CC=C1 XUUJSQNZFJMLHV-UHFFFAOYSA-N 0.000 description 1
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- XIENSVDGJFYZGF-UHFFFAOYSA-N n-phenyl-n-(2-phenylphenyl)phenanthren-2-amine Chemical group C1=CC=CC=C1N(C=1C(=CC=CC=1)C=1C=CC=CC=1)C1=CC=C2C3=CC=CC=C3C=CC2=C1 XIENSVDGJFYZGF-UHFFFAOYSA-N 0.000 description 1
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- 230000003287 optical effect Effects 0.000 description 1
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- 125000000913 palmityl 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])C([H])([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 1
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- 125000002460 pentacosyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([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 1
- 125000002958 pentadecyl 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])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 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N pentanoic acid group Chemical group C(CCCC)(=O)O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
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- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920000412 polyarylene Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
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- 229910052700 potassium Inorganic materials 0.000 description 1
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- 125000004309 pyranyl group Chemical class O1C(C=CC=C1)* 0.000 description 1
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- 125000004076 pyridyl group Chemical group 0.000 description 1
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- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical compound C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 description 1
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- YYMBJDOZVAITBP-UHFFFAOYSA-N rubrene Chemical compound C1=CC=CC=C1C(C1=C(C=2C=CC=CC=2)C2=CC=CC=C2C(C=2C=CC=CC=2)=C11)=C(C=CC=C2)C2=C1C1=CC=CC=C1 YYMBJDOZVAITBP-UHFFFAOYSA-N 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- MFBOGIVSZKQAPD-UHFFFAOYSA-M sodium butyrate Chemical compound [Na+].CCCC([O-])=O MFBOGIVSZKQAPD-UHFFFAOYSA-M 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([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 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- 125000001935 tetracenyl group Chemical group C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 description 1
- 125000004627 thianthrenyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3SC12)* 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- RPVGLMKJGQMQSN-UHFFFAOYSA-N tiliquinol Chemical compound C1=CC=C2C(C)=CC=C(O)C2=N1 RPVGLMKJGQMQSN-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/42—Benzopyrazines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl or substituted aryl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
- C07F9/65068—Five-membered rings having the nitrogen atoms in positions 1 and 3 condensed with carbocyclic rings or carbocyclic ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/653—Five-membered rings
- C07F9/65324—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
- H10K85/636—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
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Abstract
Description
化合物 | R2 | R3 | R6 |
A-1 | H | H | H |
A-2 | H | H | OCH3 |
A-3 | H | H | OCH2CH3 |
A-4 | H | H | O-正丁基 |
A-5 | H | H | O-异丁基 |
A-6 | H | H | O-2-丁基 |
A-7 | H | H | O-2-乙基己基 |
A-8 | H | H | N(CH3)2 |
A-9 | H | H | NPh2 |
A-10 | H | CF3 | H |
A-11 | CF3 | H | H |
A-12 | H | CF3 | OCH3 |
A-13 | CF3 | H | OCH3 |
A-14 | H | CF3 | OCH2CH3 |
A-15 | CF3 | H | OCH2CH3 |
A-16 | H | CF3 | O-正丁基 |
A-17 | CF3 | H | O-正丁基 |
A-18 | H | CF3 | O-异丁基 |
A-19 | CF3 | H | O-异丁基 |
A-20 | H | CF3 | O-2-丁基 |
A-21 | CF3 | H | O-2-丁基 |
A-22 | H | CF3 | O-2-乙基己基 |
A-23 | CF3 | H | O-2-乙基己基 |
A-24 | H | CF3 | N(CH3)2 |
A-25 | CF3 | H | N(CH3)2 |
A-26 | H | CF3 | NPh2 |
A-27 | CF3 | H | NPh2 |
A-28 | H | CN | H |
A-29 | CN | H | H |
A-30 | H | CN | OCH3 |
A-31 | CN | H | OCH2CH3 |
A-32 | H | CN | OCH2CH3 |
A-33 | CN | H | O-正丁基 |
A-34 | H | CN | O-正丁基 |
A-35 | CN | H | O-异丁基 |
A-36 | H | CN | O-异丁基 |
A-37 | CN | H | O-2-丁基 |
A-38 | H | CN | O-2-丁基 |
A-39 | CN | H | O-2-乙基己基 |
A-40 | H | CN | O-2-乙基己基 |
A-41 | CN | H | N(CH3)2 |
A-42 | H | CN | N(CH3)2 |
A-43 | CN | H | NPh2 |
A-44 | H | CN | NPh2 |
化合物 | L’ | R2 | R3 | R6 |
B-1 | A1) | H | H | H |
B-2 | A1) | H | H | OCH3 |
B-3 | A1) | H | H | OCH2CH3 |
B-4 | A1) | H | H | O-正丁基 |
B-5 | A1) | H | H | O-异丁基 |
B-6 | A1) | H | H | O-2-丁基 |
B-7 | A1) | H | H | O-2-乙基己基 |
B-8 | A1) | H | H | N(CH3)2 |
B-9 | A1) | H | H | NPh2 |
B-10 | A1) | H | CF3 | H |
B-11 | A1) | CF3 | H | H |
B-12 | A1) | H | CF3 | OCH3 |
B-13 | A1) | CF3 | H | OCH3 |
B-14 | A1) | H | CF3 | OCH2CH3 |
B-15 | A1) | CF3 | H | OCH2CH3 |
B-16 | A1) | H | CF3 | O-正丁基 |
B-17 | A1) | CF3 | H | O-正丁基 |
B-18 | A1) | H | CF3 | O-异丁基 |
B-19 | A1) | CF3 | H | O-异丁基 |
B-20 | A1) | H | CF3 | O-2-丁基 |
B-21 | A1) | CF3 | H | O-2-丁基 |
B-22 | A1) | H | CF3 | O-2-乙基己基 |
B-23 | A1) | CF3 | H | O-2-乙基己基 |
B-24 | A1) | H | CF3 | N(CH3)2 |
B-25 | A1) | CF3 | H | N(CH3)2 |
B-26 | A1) | H | CF3 | NPh2 |
B-27 | A1) | CF3 | H | NPh2 |
B-28 | A1) | H | CN | H |
B-29 | A1) | CN | H | H |
B-30 | A1) | CN | H | OCH3 |
B-31 | A1) | H | CN | OCH3 |
B-32 | A1) | CN | H | OCH2CH3 |
B-33 | A1) | H | CN | OCH2CH3 |
B-34 | A1) | CN | H | O-正丁基 |
B-35 | A1) | H | CN | O-正丁基 |
B-36 | A1) | CN | H | O-异丁基 |
B-37 | A1) | H | CN | O-异丁基 |
B-38 | A1) | CN | H | O-2-丁基 |
B-39 | A1) | H | CN | O-2-丁基 |
B-40 | A1) | CN | H | O-2-乙基己基 |
B-41 | A1) | H | CN | O-2-乙基己基 |
B-42 | A1) | CN | H | N(CH3)2 |
B-43 | A1) | H | CN | N(CH3)2 |
B-44 | A1) | CN | H | NPh2 |
B-45 | A1) | H | CN | NPh2 |
B-46 | B1) | H | H | H |
B-47 | B1) | H | H | OCH3 |
B-48 | B1) | H | H | OCH2CH3 |
B-49 | B1) | H | H | O-正丁基 |
B-50 | B1) | H | H | O-异丁基 |
B-51 | B1) | H | H | O-2-丁基 |
B-52 | B1) | H | H | O-2-乙基己基 |
B-53 | B1) | H | H | N(CH3)2 |
B-54 | B1) | H | H | NPh2 |
B-55 | B1) | H | CF3 | H |
B-56 | B1) | CF3 | H | H |
B-57 | B1) | H | CF3 | OCH3 |
B-58 | B1) | CF3 | H | OCH3 |
B-59 | B1) | H | CF3 | OCH2CH3 |
B-60 | B1) | CF3 | H | OCH2CH3 |
B-61 | B1) | H | CF3 | O-正丁基 |
B-62 | B1) | CF3 | H | O-正丁基 |
B-63 | B1) | H | CF3 | O-异丁基 |
B-64 | B1) | CF3 | H | O-异丁基 |
B-65 | B1) | H | CF3 | O-2-丁基 |
B-66 | B1) | CF3 | H | O-2-丁基 |
B-67 | B1) | H | CF3 | O-2-乙基己基 |
B-68 | B1) | CF3 | H | O-2-乙基己基 |
B-69 | B1) | H | CF3 | N(CH3)2 |
B-70 | B1) | CF3 | H | N(CH3)2 |
B-71 | B1) | H | CF3 | NPh2 |
B-72 | B1) | CF3 | H | NPh2 |
B-73 | B1) | H | CN | H |
B-74 | B1) | CN | H | H |
B-75 | B1) | CN | H | OCH3 |
B-76 | B1) | H | CN | OCH3 |
B-77 | B1) | CN | H | OCH2CH3 |
B-78 | B1) | H | CN | OCH2CH3 |
B-79 | B1) | CN | H | O-正丁基 |
B-80 | B1) | H | CN | O-正丁基 |
B-81 | B1) | CN | H | O-异丁基 |
B-82 | B1) | H | CN | O-异丁基 |
B-83 | B1) | CN | H | O-2-丁基 |
B-84 | B1) | H | CN | O-2-丁基 |
B-85 | B1) | CN | H | O-2-乙基己基 |
B-86 | B1) | H | CN | O-2-乙基己基 |
B-87 | B1) | CN | H | N(CH3)2 |
B-88 | B1) | H | CN | N(CH3)2 |
B-89 | B1) | CN | H | NPh2 |
B-99 | B1) | H | CN | NPh2 |
B-100 | C1) | H | H | H |
B-101 | C1) | H | H | OCH3 |
B-102 | C1) | H | H | OCH2CH3 |
B-103 | C1) | H | H | O-正丁基 |
B-104 | C1) | H | H | O-异丁基 |
B-105 | C1) | H | H | O-2-丁基 |
B-106 | C1) | H | H | O-2-乙基己基 |
B-107 | C1) | H | H | N(CH3)2 |
B-10B | C1) | H | H | NPh2 |
B-109 | C1) | H | CF3 | H |
B-110 | C1) | CF3 | H | H |
B-111 | C1) | H | CF3 | OCH3 |
B-112 | C1) | CF3 | H | OCH3 |
B-113 | C1) | H | CF3 | OCH2CH3 |
B-114 | C1) | CF3 | H | OCH2CH3 |
B-115 | C1) | H | CF3 | O-正丁基 |
B-116 | C1) | CF3 | H | O-正丁基 |
B-117 | C1) | H | CF3 | O-异丁基 |
B-118 | C1) | CF3 | H | O-异丁基 |
B-119 | C1) | H | CF3 | O-2-丁基 |
B-120 | C1) | CF3 | H | O-2-丁基 |
B-121 | C1) | H | CF3 | O-2-乙基己基 |
B-122 | C1) | CF3 | H | O-2-乙基己基 |
B-123 | C1) | H | CF3 | N(CH3)2 |
B-124 | C1) | CF3 | H | N(CH3)2 |
B-125 | C1) | H | CF3 | NPh2 |
B-126 | C1) | CF3 | H | NPh2 |
B-127 | C1) | H | CN | H |
B-128 | C1) | CN | H | H |
B-129 | C1) | CN | H | OCH3 |
B-130 | C1) | H | CN | OCH3 |
B-131 | C1) | CN | H | OCH2CH3 |
B-132 | C1) | H | CN | OCH2CH3 |
B-133 | C1) | CN | H | O-正丁基 |
B-134 | C1) | H | CN | O-正丁基 |
B-135 | C1) | CN | H | O-异丁基 |
B-136 | C1) | H | CN | O-异丁基 |
B-137 | C1) | CN | H | O-2-丁基 |
B-138 | C1) | H | CN | O-2-丁基 |
B-139 | C1) | CN | H | O-2-乙基己基 |
B-140 | C1) | H | CN | O-2-乙基己基 |
B-141 | C1) | CN | H | N(CH3)2 |
B-142 | C1) | H | CN | N(CH3)2 |
B-143 | C1) | H | CN | NPh2 |
B-144 | C1) | CN | H | NPh2 |
B-145 | D1) | H | H | H |
B-146 | D1) | H | H | OCH3 |
B-147 | D1) | H | H | OCH2CH3 |
B-148 | D1) | H | H | O-正丁基 |
B-149 | D1) | H | H | O-异丁基 |
B-150 | D1) | H | H | O-2-丁基 |
B-151 | D1) | H | H | O-2-乙基己基 |
B-152 | D1) | H | H | N(CH3)2 |
B-153 | D1) | H | H | NPh2 |
B-154 | D1) | H | CF3 | H |
B-155 | D1) | CF3 | H | H |
B-156 | D1) | H | CF3 | OCH3 |
B-157 | D1) | CF3 | H | OCH3 |
B-158 | D1) | H | CF3 | OCH2CH3 |
B-159 | D1) | CF3 | H | OCH2CH3 |
B-160 | D1) | H | CF3 | O-正丁基 |
B-161 | D1) | CF3 | H | O-正丁基 |
B-162 | D1) | H | CF3 | O-异丁基 |
B-163 | D1) | CF3 | H | O-异丁基 |
B-164 | D1) | H | CF3 | O-2-丁基 |
B-165 | D1) | CF3 | H | O-2-丁基 |
B-166 | D1) | H | CF3 | O-2-乙基己基 |
B-167 | D1) | CF3 | H | O-2-乙基己基 |
B-168 | D1) | H | CF3 | N(CH3)2 |
B-169 | D1) | CF3 | H | N(CH3)2 |
B-170 | D1) | H | CF3 | NPh2 |
B-171 | D1) | CF3 | H | NPh2 |
B-172 | D1) | H | CN | H |
B-173 | D1) | CN | H | H |
B-174 | D1) | CN | H | OCH3 |
B-175 | D1) | H | CN | OCH3 |
B-176 | D1) | CN | H | OCH2CH3 |
B-177 | D1) | H | CN | OCH2CH3 |
B-178 | D1) | CN | H | O-正丁基 |
B-179 | D1) | H | CN | O-正丁基 |
B-180 | D1) | CN | H | O-异丁基 |
B-181 | D1) | H | CN | O-异丁基 |
B-182 | D1) | CN | H | O-2-丁基 |
B-183 | D1) | H | CN | O-2-丁基 |
B-184 | D1) | CN | H | O-2-乙基己基 |
B-185 | D1) | H | CN | O-2-乙基己基 |
B-186 | D1) | CN | H | N(CH3)2 |
B-187 | D1) | H | CN | N(CH3)2 |
B-188 | D1) | CN | H | NPh2 |
B-189 | D1) | H | CN | NPh2 |
B-190 | E1) | H | H | H |
B-191 | E1) | H | H | OCH3 |
B-192 | E1) | H | H | OCH2CH3 |
B-193 | E1) | H | H | O-正丁基 |
B-194 | E1) | H | H | O-异丁基 |
B-195 | E1) | H | H | O-2-丁基 |
B-196 | E1) | H | H | O-2-乙基己基 |
B-197 | E1) | H | H | N(CH3)2 |
B-198 | E1) | H | H | NPh2 |
B-199 | E1) | H | CF3 | H |
B-200 | E1) | CF3 | H | H |
B-201 | E1) | H | CF3 | OCH3 |
B-202 | E1) | CF3 | H | OCH3 |
B-203 | E1) | H | CF3 | OCH2CH3 |
B-204 | E1) | CF3 | H | OCH2CH3 |
B-205 | E1) | H | CF3 | O-正丁基 |
B-206 | E1) | CF3 | H | O-正丁基 |
B-207 | E1) | H | CF3 | O-异丁基 |
B-208 | E1) | CF3 | H | O-异丁基 |
B-209 | E1) | H | CF3 | O-2-丁基 |
B-210 | E1) | CF3 | H | O-2-丁基 |
B-211 | E1) | H | CF3 | O-2-乙基己基 |
B-212 | E1) | CF3 | H | O-2-乙基己基 |
B-213 | E1) | H | CF3 | N(CH3)2 |
B-214 | E1) | CF3 | H | N(CH3)2 |
B-215 | E1) | H | CF3 | NPh2 |
B-216 | E1) | CF3 | H | NPh2 |
B-217 | E1) | H | CN | H |
B-218 | E1) | CN | H | H |
B-219 | E1) | CN | H | OCH3 |
B-220 | E1) | H | CN | OCH3 |
B-221 | E1) | CN | H | OCH2CH3 |
B-222 | E1) | H | CN | OCH2CH3 |
B-223 | E1) | CN | H | O-正丁基 |
B-224 | E1) | H | CN | O-正丁基 |
B-225 | E1) | CN | H | O-异丁基 |
B-226 | E1) | H | CN | O-异丁基 |
B-227 | E1) | CN | H | O-2-丁基 |
B-228 | E1) | H | CN | O-2-丁基 |
B-229 | E1) | CN | H | O-2-乙基己基 |
B-230 | E1) | H | CN | O-2-乙基己基 |
B-231 | E1) | CN | H | N(CH3)2 |
B-232 | E1) | H | CN | N(CH3)2 |
B-233 | E1) | CN | H | NPh2 |
B-234 | E1) | H | CN | NPh2 |
化合物 | R2 | R3 | R6 |
C-1 | H | H | H |
C-2 | H | H | OCH3 |
C-3 | H | H | OCH2CH3 |
C-4 | H | H | O-正丁基 |
C-5 | H | H | O-异丁基 |
C-6 | H | H | O-2-丁基 |
C-7 | H | H | O-2-乙基己基 |
C-8 | H | H | N(CH3)2 |
C-9 | H | H | NPh2 |
C-10 | H | CF3 | H |
C-11 | CF3 | H | H |
C-12 | H | CF3 | OCH3 |
C-13 | CF3 | H | OCH3 |
C-14 | H | CF3 | OCH2CH3 |
C-15 | CF3 | H | OCH2CH3 |
C-16 | H | CF3 | O-正丁基 |
C-17 | CF3 | H | O-正丁基 |
C-18 | H | CF3 | O-异丁基 |
C-19 | CF3 | H | O-异丁基 |
C-20 | H | CF3 | O-2-丁基 |
C-21 | CF3 | H | O-2-丁基 |
C-22 | H | CF3 | O-2-乙基己基 |
C-23 | CF3 | H | O-2-乙基己基 |
C-24 | H | CF3 | N(CH3)2 |
C-25 | CF3 | H | N(CH3)2 |
C-26 | H | CF3 | NPh2 |
C-27 | CF3 | H | NPh2 |
C-28 | H | CN | H |
C-29 | CN | H | H |
C-30 | H | CN | OCH3 |
C-31 | CN | H | OCH2CH3 |
C-32 | H | CN | OCH2CH3 |
C-33 | CN | H | O-正丁基 |
C-34 | H | CN | O-正丁基 |
C-35 | CN | H | O-异丁基 |
C-36 | H | CN | O-异丁基 |
C-37 | CN | H | O-2-丁基 |
C-38 | H | CN | O-2-丁基 |
C-39 | CN | H | O-2-乙基己基 |
C-40 | H | CN | O-2-乙基己基 |
C-41 | CN | H | N(CH3)2 |
C-42 | H | CN | N(CH3)2 |
C-43 | CN | H | NPh2 |
C-44 | H | CN | NPh2 |
化合物 | L’ | R2 | R3 | R6 |
D-1 | A1) | H | H | H |
D-2 | A1) | H | H | OCH3 |
D-3 | A1) | H | H | OCH2CH3 |
D-4 | A1) | H | H | O-正丁基 |
D-5 | A1) | H | H | O-异丁基 |
D-6 | A1) | H | H | O-2-丁基 |
D-7 | A1) | H | H | O-2-乙基己基 |
D-8 | A1) | H | H | N(CH3)2 |
D-9 | A1) | H | H | NPh2 |
D-10 | A1) | H | CF3 | H |
D-11 | A1) | CF3 | H | H |
D-12 | A1) | H | CF3 | OCH3 |
D-13 | A1) | CF3 | H | OCH3 |
D-14 | A1) | H | CF3 | OCH2CH3 |
D-15 | A1) | CF3 | H | OCH2CH3 |
D-16 | A1) | H | CF3 | O-正丁基 |
D-17 | A1) | CF3 | H | O-正丁基 |
D-18 | A1) | H | CF3 | O-异丁基 |
D-19 | A1) | CF3 | H | O-异丁基 |
D-20 | A1) | H | CF3 | O-2-丁基 |
D-21 | A1) | CF3 | H | O-2-丁基 |
D-22 | A1) | H | CF3 | O-2-乙基己基 |
D-23 | A1) | CF3 | H | O-2-乙基己基 |
D-24 | A1) | H | CF3 | N(CH3)2 |
D-25 | A1) | CF3 | H | N(CH3)2 |
D-26 | A1) | H | CF3 | NPh2 |
D-27 | A1) | CF3 | H | NPh2 |
D-28 | A1) | H | CN | H |
D-29 | A1) | CN | H | H |
D-30 | A1) | CN | H | OCH3 |
D-31 | A1) | H | CN | OCH3 |
D-32 | A1) | CN | H | OCH2CH3 |
D-33 | A1) | H | CN | OCH2CH3 |
D-34 | A1) | CN | H | O-正丁基 |
D-35 | A1) | H | CN | O-正丁基 |
D-36 | A1) | CN | H | O-异丁基 |
D-37 | A1) | H | CN | O-异丁基 |
D-38 | A1) | CN | H | O-2-丁基 |
D-39 | A1) | H | CN | O-2-丁基 |
D-40 | A1) | CN | H | O-2-乙基己基 |
D-41 | A1) | H | CN | O-2-乙基己基 |
D-42 | A1) | CN | H | N(CH3)2 |
D-43 | A1) | H | CN | N(CH3)2 |
D-44 | A1) | CN | H | NPh2 |
D-45 | A1) | H | CN | NPh2 |
D-46 | B1) | H | H | H |
D-47 | B1) | H | H | OCH3 |
D-48 | B1) | H | H | OCH2CH3 |
D-49 | B1) | H | H | O-正丁基 |
D-50 | B1) | H | H | O-异丁基 |
D-51 | B1) | H | H | O-2-丁基 |
D-52 | B1) | H | H | O-2-乙基己基 |
D-53 | B1) | H | H | N(CH3)2 |
D-54 | B1) | H | H | NPh2 |
D-55 | B1) | H | CF3 | H |
D-56 | B1) | CF3 | H | H |
D-57 | B1) | H | CF3 | OCH3 |
D-58 | B1) | CF3 | H | OCH3 |
D-59 | B1) | H | CF3 | OCH2CH3 |
D-60 | B1) | CF3 | H | OCH2CH3 |
D-61 | B1) | H | CF3 | O-正丁基 |
D-62 | B1) | CF3 | H | O-正丁基 |
D-63 | B1) | H | CF3 | O-异丁基 |
D-64 | B1) | CF3 | H | O-异丁基 |
D-65 | B1) | H | CF3 | O-2-丁基 |
D-66 | B1) | CF3 | H | O-2-丁基 |
D-67 | B1) | H | CF3 | O-2-乙基己基 |
D-68 | B1) | CF3 | H | O-2-乙基己基 |
D-69 | B1) | H | CF3 | N(CH3)2 |
D-70 | B1) | CF3 | H | N(CH3)2 |
D-71 | B1) | H | CF3 | NPh2 |
D-72 | B1) | CF3 | H | NPh2 |
D-73 | B1) | H | CN | H |
D-74 | B1) | CN | H | H |
D-75 | B1) | CN | H | OCH3 |
D-76 | B1) | H | CN | OCH3 |
D-77 | B1) | CN | H | OCH2CH3 |
D-78 | B1) | H | CN | OCH2CH3 |
D-79 | B1) | CN | H | O-正丁基 |
D-80 | B1) | H | CN | O-正丁基 |
D-81 | B1) | CN | H | O-异丁基 |
D-82 | B1) | H | CN | O-异丁基 |
D-83 | B1) | CN | H | O-2-丁基 |
D-84 | B1) | H | CN | O-2-丁基 |
D-85 | B1) | CN | H | O-2-乙基己基 |
D-86 | B1) | H | CN | O-2-乙基己基 |
D-87 | B1) | CN | H | N(CH3)2 |
D-88 | B1) | H | CN | N(CH3)2 |
D-89 | B1) | CN | H | NPh2 |
D-99 | B1) | H | CN | NPh2 |
D-100 | C1) | H | H | H |
D-101 | C1) | H | H | OCH3 |
D-102 | C1) | H | H | OCH2CH3 |
D-103 | C1) | H | H | O-正丁基 |
D-104 | C1) | H | H | O-异丁基 |
D-105 | C1) | H | H | O-2-丁基 |
D-106 | C1) | H | H | O-2-乙基己基 |
D-107 | C1) | H | H | N(CH3)2 |
D-108 | C1) | H | H | NPh2 |
D-109 | C1) | H | CF3 | H |
D-110 | C1) | CF3 | H | H |
D-111 | C1) | H | CF3 | OCH3 |
D-112 | C1) | CF3 | H | OCH3 |
D-113 | C1) | H | CF3 | OCH2CH3 |
D-114 | C1) | CF3 | H | OCH2CH3 |
D-115 | C1) | H | CF3 | O-正丁基 |
D-116 | C1) | CF3 | H | O-正丁基 |
D-117 | C1) | H | CF3 | O-异丁基 |
D-118 | C1) | CF3 | H | O-异丁基 |
D-119 | C1) | H | CF3 | O-2-丁基 |
D-120 | C1) | CF3 | H | O-2-丁基 |
D-121 | C1) | H | CF3 | O-2-乙基己基 |
D-122 | C1) | CF3 | H | O-2-乙基己基 |
D-123 | C1) | H | CF3 | N(CH3)2 |
D-124 | C1) | CF3 | H | N(CH3)2 |
D-125 | C1) | H | CF3 | NPh2 |
D-126 | C1) | CF3 | H | NPh2 |
D-127 | C1) | H | CN | H |
D-128 | C1) | CN | H | H |
D-129 | C1) | CN | H | OCH3 |
D-130 | C1) | H | CN | OCH3 |
D-131 | C1) | CN | H | OCH2CH3 |
D-132 | C1) | H | CN | OCH2CH3 |
D-133 | C1) | CN | H | O-正丁基 |
D-134 | C1) | H | CN | O-正丁基 |
D-135 | C1) | CN | H | O-异丁基 |
D-136 | C1) | H | CN | O-异丁基 |
D-137 | C1) | CN | H | O-2-丁基 |
D-138 | C1) | H | CN | O-2-丁基 |
D-139 | C1) | CN | H | O-2-乙基己基 |
D-140 | C1) | H | CN | O-2-乙基己基 |
D-141 | C1) | CN | H | N(CH3)2 |
D-142 | C1) | H | CN | N(CH3)2 |
D-143 | C1) | H | CN | NPh2 |
D-144 | C1) | CN | H | NPh2 |
D-145 | D1) | H | H | H |
D-146 | D1) | H | H | OCH3 |
D-147 | D1) | H | H | OCH2CH3 |
D-148 | D1) | H | H | O-正丁基 |
D-149 | D1) | H | H | O-异丁基 |
D-150 | D1) | H | H | O-2-丁基 |
D-151 | D1) | H | H | O-2-乙基己基 |
D-152 | D1) | H | H | N(CH3)2 |
D-153 | D1) | H | H | NPh2 |
D-154 | D1) | H | CF3 | H |
D-155 | D1) | CF3 | H | H |
D-156 | D1) | H | CF3 | OCH3 |
D-157 | D1) | CF3 | H | OCH3 |
D-158 | D1) | H | CF3 | OCH2CH3 |
D-159 | D1) | CF3 | H | OCH2CH3 |
D-160 | D1) | H | CF3 | O-正丁基 |
D-161 | D1) | CF3 | H | O-正丁基 |
D-162 | D1) | H | CF3 | O-异丁基 |
D-163 | D1) | CF3 | H | O-异丁基 |
D-164 | D1) | H | CF3 | O-2-丁基 |
D-165 | D1) | CF3 | H | O-2-丁基 |
D-166 | D1) | H | CF3 | O-2-乙基己基 |
D-167 | D1) | CF3 | H | O-2-乙基己基 |
D-168 | D1) | H | CF3 | N(CH3)2 |
D-169 | D1) | CF3 | H | N(CH3)2 |
D-170 | D1) | H | CF3 | NPh2 |
D-171 | D1) | CF3 | H | NPh2 |
D-172 | D1) | H | CN | H |
D-173 | D1) | CN | H | H |
D-174 | D1) | CN | H | OCH3 |
D-175 | D1) | H | CN | OCH3 |
D-176 | D1) | CN | H | OCH2CH3 |
D-177 | D1) | H | CN | OCH2CH3 |
D-178 | D1) | CN | H | O-正丁基 |
D-179 | D1) | H | CN | O-正丁基 |
D-180 | D1) | CN | H | O-异丁基 |
D-181 | D1) | H | CN | O-异丁基 |
D-182 | D1) | CN | H | O-2-丁基 |
D-183 | D1) | H | CN | O-2-丁基 |
D-184 | D1) | CN | H | O-2-乙基己基 |
D-185 | D1) | H | CN | O-2-乙基己基 |
D-186 | D1) | CN | H | N(CH3)2 |
D-187 | D1) | H | CN | N(CH3)2 |
D-188 | D1) | CN | H | NPh2 |
D-189 | D1) | H | CN | NPh2 |
D-190 | F1) | H | H | H |
D-191 | F1) | H | H | OCH3 |
D-192 | F1) | H | H | OCH2CH3 |
D-193 | F1) | H | H | O-正丁基 |
D-194 | F1) | H | H | O-异丁基 |
D-195 | F1) | H | H | O-2-丁基 |
D-196 | F1) | H | H | O-2-乙基己基 |
D-197 | F1) | H | H | N(CH3)2 |
D-198 | F1) | H | H | NPh2 |
D-199 | F1) | H | CF3 | H |
D-200 | F1) | CF3 | H | H |
D-201 | F1) | H | CF3 | OCH3 |
D-202 | F1) | CF3 | H | OCH3 |
D-203 | F1) | H | CF3 | OCH2CH3 |
D-204 | F1) | CF3 | H | OCH2CH3 |
D-205 | F1) | H | CF3 | O-正丁基 |
D-206 | F1) | CF3 | H | O-正丁基 |
D-207 | F1) | H | CF3 | O-异丁基 |
D-208 | F1) | CF3 | H | O-异丁基 |
D-209 | F1) | H | CF3 | O-2-丁基 |
D-210 | F1) | CF3 | H | O-2-丁基 |
D-211 | F1) | H | CF3 | O-2-乙基己基 |
D-212 | F1) | CF3 | H | O-2-乙基己基 |
D-213 | F1) | H | CF3 | N(CH3)2 |
D-214 | F1) | CF3 | H | N(CH3)2 |
D-215 | F1) | H | CF3 | NPh2 |
D-216 | F1) | CF3 | H | NPh2 |
D-217 | F1) | H | CN | H |
D-218 | F1) | CN | H | H |
D-219 | F1) | CN | H | OCH3 |
D-220 | F1) | H | CN | OCH3 |
D-221 | F1) | CN | H | OCH2CH3 |
D-222 | F1) | H | CN | OCH2CH3 |
D-223 | F1) | CN | H | O-正丁基 |
D-224 | F1) | H | CN | O-正丁基 |
D-225 | F1) | CN | H | O-异丁基 |
D-226 | F1) | H | CN | O-异丁基 |
D-227 | F1) | CN | H | O-2-丁基 |
D-228 | F1) | H | CN | O-2-丁基 |
D-229 | F1) | CN | H | O-2-乙基己基 |
D-230 | F1) | H | CN | O-2-乙基己基 |
D-231 | F1) | CN | H | N(CH3)2 |
D-232 | F1) | H | CN | N(CH3)2 |
D-233 | F1) | CN | H | NPh2 |
D-234 | F1) | H | CN | NPh2 |
D-235 | E1) | H | H | H |
D-236 | E1) | H | H | OCH3 |
D-237 | E1) | H | H | OCH2CH3 |
D-238 | E1) | H | H | O-正丁基 |
D-239 | E1) | H | H | O-异丁基 |
D-240 | E1) | H | H | O-2-丁基 |
D-241 | E1) | H | H | O-2-乙基己基 |
D-242 | E1) | H | H | N(CH3)2 |
D-243 | E1) | H | H | NPh2 |
D-244 | E1) | H | CF3 | H |
D-245 | E1) | CF3 | H | H |
D-246 | E1) | H | CF3 | OCH3 |
D-247 | E1) | CF3 | H | OCH3 |
D-248 | E1) | H | CF3 | OCH2CH3 |
D-249 | E1) | CF3 | H | OCH2CH3 |
D-250 | E1) | H | CF3 | O-正丁基 |
D-251 | E1) | CF3 | H | O-正丁基 |
D-252 | E1) | H | CF3 | O-异丁基 |
D-253 | E1) | CF3 | H | O-异丁基 |
D-254 | E1) | H | CF3 | O-2-丁基 |
D-255 | E1) | CF3 | H | O-2-丁基 |
D-256 | E1) | H | CF3 | O-2-乙基己基 |
D-257 | E1) | CF3 | H | O-2-乙基己基 |
D-258 | E1) | H | CF3 | N(CH3)2 |
D-259 | E1) | CF3 | H | N(CH3)2 |
D-260 | E1) | H | CF3 | NPh2 |
D-261 | E1) | CF3 | H | NPh2 |
D-262 | E1) | H | CN | H |
D-263 | E1) | CN | H | H |
D-264 | E1) | CN | H | OCH3 |
D-265 | E1) | H | CN | OCH3 |
D-266 | E1) | CN | H | OCH2CH3 |
D-267 | E1) | H | CN | OCH2CH3 |
D-268 | E1) | CN | H | O-正丁基 |
D-269 | E1) | H | CN | O-正丁基 |
D-270 | E1) | CN | H | O-异丁基 |
D-271 | E1) | H | CN | O-异丁基 |
D-272 | E1) | CN | H | O-2-丁基 |
D-273 | E1) | H | CN | O-2-丁基 |
D-274 | E1) | CN | H | O-2-乙基己基 |
D-275 | E1) | H | CN | O-2-乙基己基 |
D-276 | E1) | CN | H | N(CH3)2 |
D-277 | E1) | H | CN | N(CH3)2 |
D-278 | E1) | CN | H | NPh2 |
D-279 | E1) | H | CN | NPh2 |
EML15wt%掺杂剂 | 电流效率[cd/A]@1000cd/m2 | 功率效率[Im/W]@1000cd/m2 | 电压[V]@1000cd/m2 | CIEX | CIEY | |
应用实施例1 | 主体实施例8b1) | 5.5 | 5.3 | 3.3 | 0.68 | 0.32 |
应用实施例2 | 混合的主体实施例8b:BAIq75:101) | 5.8 | 5.5 | 3.4 | 0.68 | 0.32 |
应用实施例3 | 主体实施例10b1) | 4.8 | 4.1 | 3.7 | 0.68 | 0.32 |
应用实施例4 | 主体实施例10b1) | 4.2 | 4.0 | 3.3 | 0.68 | 0.32 |
应用实施例5 | 主体实施例8b1) | 6.8 | 6.2 | 3.4 | 0.68 | 0.32 |
应用实施例6 | 主体实施例52) | 6.2 | 5.4 | 3.6 | 0.68 | 0.32 |
应用实施例7 | 主体实施例32) | 6.1 | 6.5 | 2.90 | 0.65 | 0.35 |
应用实施例8 | 混合的主体实施例3:BAIq50:502) | 8.3 | 8.7 | 3.0 | 0.65 | 0.35 |
应用实施例9 | 主体实施例8b2) | 7.9 | 8.8 | 2.82 | 0.65 | 0.35 |
应用实施例10 | 混合的主体实施例8b:BAIq50:502) | 9.5 | 9.9 | 2.99 | 0.65 | 0.35 |
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JP5722541B2 (ja) | 2015-05-20 |
KR101556098B1 (ko) | 2015-10-01 |
EP2081912A1 (en) | 2009-07-29 |
CN102977032A (zh) | 2013-03-20 |
JP2010505241A (ja) | 2010-02-18 |
CN101516856B (zh) | 2013-01-02 |
US10934262B2 (en) | 2021-03-02 |
US20100039024A1 (en) | 2010-02-18 |
WO2008031743A1 (en) | 2008-03-20 |
TW200825152A (en) | 2008-06-16 |
CN102977032B (zh) | 2017-01-11 |
US20180258053A1 (en) | 2018-09-13 |
KR20090058564A (ko) | 2009-06-09 |
EP2081912B1 (en) | 2016-03-30 |
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