WO2012040926A1 - 有机电致发光器件及其制备方法 - Google Patents
有机电致发光器件及其制备方法 Download PDFInfo
- Publication number
- WO2012040926A1 WO2012040926A1 PCT/CN2010/077505 CN2010077505W WO2012040926A1 WO 2012040926 A1 WO2012040926 A1 WO 2012040926A1 CN 2010077505 W CN2010077505 W CN 2010077505W WO 2012040926 A1 WO2012040926 A1 WO 2012040926A1
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- WIPO (PCT)
- Prior art keywords
- layer
- hole injection
- metal oxide
- poly
- injection layer
- Prior art date
Links
- 238000005401 electroluminescence Methods 0.000 title claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 title abstract description 5
- 238000002347 injection Methods 0.000 claims abstract description 68
- 239000007924 injection Substances 0.000 claims abstract description 68
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 33
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000000463 material Substances 0.000 claims abstract description 11
- 238000004528 spin coating Methods 0.000 claims description 30
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Divinylene sulfide Natural products C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 28
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 27
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 27
- 229930192474 thiophene Natural products 0.000 claims description 24
- -1 thiophene compound Chemical class 0.000 claims description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 230000005525 hole transport Effects 0.000 claims description 18
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 claims description 16
- 238000001035 drying Methods 0.000 claims description 16
- 239000000395 magnesium oxide Substances 0.000 claims description 14
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 14
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 14
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 12
- 229920000301 poly(3-hexylthiophene-2,5-diyl) polymer Polymers 0.000 claims description 11
- QENGPZGAWFQWCZ-UHFFFAOYSA-N 3-Methylthiophene Chemical compound CC=1C=CSC=1 QENGPZGAWFQWCZ-UHFFFAOYSA-N 0.000 claims description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- 239000011787 zinc oxide Substances 0.000 claims description 9
- 239000011259 mixed solution Substances 0.000 claims description 8
- RFKWIEFTBMACPZ-UHFFFAOYSA-N 3-dodecylthiophene Chemical compound CCCCCCCCCCCCC=1C=CSC=1 RFKWIEFTBMACPZ-UHFFFAOYSA-N 0.000 claims description 7
- AUVZKIJQGLYISA-UHFFFAOYSA-N 3-octoxythiophene Chemical compound CCCCCCCCOC=1C=CSC=1 AUVZKIJQGLYISA-UHFFFAOYSA-N 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 7
- 239000000758 substrate Substances 0.000 claims description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 239000002994 raw material Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 4
- 238000000576 coating method Methods 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical group [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 230000006798 recombination Effects 0.000 abstract description 4
- 238000005215 recombination Methods 0.000 abstract description 4
- 150000003577 thiophenes Chemical class 0.000 abstract description 3
- 230000002035 prolonged effect Effects 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 184
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 18
- 239000008367 deionised water Substances 0.000 description 18
- 229910021641 deionized water Inorganic materials 0.000 description 18
- 239000000243 solution Substances 0.000 description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 15
- 229910052760 oxygen Inorganic materials 0.000 description 15
- 239000001301 oxygen Substances 0.000 description 15
- 238000009832 plasma treatment Methods 0.000 description 14
- 238000001704 evaporation Methods 0.000 description 12
- 230000008020 evaporation Effects 0.000 description 12
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 12
- 239000003599 detergent Substances 0.000 description 10
- 239000000075 oxide glass Substances 0.000 description 10
- 238000002207 thermal evaporation Methods 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 7
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 4
- 238000004544 sputter deposition Methods 0.000 description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 3
- 238000000151 deposition Methods 0.000 description 3
- 229920000620 organic polymer Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 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
- 238000005229 chemical vapour deposition Methods 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- QWODREODAXFISP-UHFFFAOYSA-N n-[4-(4-anilinophenyl)phenyl]-n-phenylnaphthalen-1-amine Chemical compound C=1C=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=CC=1NC1=CC=CC=C1 QWODREODAXFISP-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 2
- FGDZQCVHDSGLHJ-UHFFFAOYSA-M rubidium chloride Chemical compound [Cl-].[Rb+] FGDZQCVHDSGLHJ-UHFFFAOYSA-M 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- SXWIAEOZZQADEY-UHFFFAOYSA-N 1,3,5-triphenylbenzene Chemical compound C1=CC=CC=C1C1=CC(C=2C=CC=CC=2)=CC(C=2C=CC=CC=2)=C1 SXWIAEOZZQADEY-UHFFFAOYSA-N 0.000 description 1
- MUNFOTHAFHGRIM-UHFFFAOYSA-N 2,5-dinaphthalen-1-yl-1,3,4-oxadiazole Chemical compound C1=CC=C2C(C3=NN=C(O3)C=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 MUNFOTHAFHGRIM-UHFFFAOYSA-N 0.000 description 1
- GEQBRULPNIVQPP-UHFFFAOYSA-N 2-[3,5-bis(1-phenylbenzimidazol-2-yl)phenyl]-1-phenylbenzimidazole Chemical compound C1=CC=CC=C1N1C2=CC=CC=C2N=C1C1=CC(C=2N(C3=CC=CC=C3N=2)C=2C=CC=CC=2)=CC(C=2N(C3=CC=CC=C3N=2)C=2C=CC=CC=2)=C1 GEQBRULPNIVQPP-UHFFFAOYSA-N 0.000 description 1
- NJPMFDNZCLKTHE-UHFFFAOYSA-N 2-dodecylthiophene Chemical compound CCCCCCCCCCCCC1=CC=CS1 NJPMFDNZCLKTHE-UHFFFAOYSA-N 0.000 description 1
- XQQBUAPQHNYYRS-UHFFFAOYSA-N 2-methylthiophene Chemical compound CC1=CC=CS1 XQQBUAPQHNYYRS-UHFFFAOYSA-N 0.000 description 1
- OGGKVJMNFFSDEV-UHFFFAOYSA-N 3-methyl-n-[4-[4-(n-(3-methylphenyl)anilino)phenyl]phenyl]-n-phenylaniline Chemical compound CC1=CC=CC(N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(C)C=CC=2)=C1 OGGKVJMNFFSDEV-UHFFFAOYSA-N 0.000 description 1
- HXWWMGJBPGRWRS-CMDGGOBGSA-N 4- -2-tert-butyl-6- -4h-pyran Chemical compound O1C(C(C)(C)C)=CC(=C(C#N)C#N)C=C1\C=C\C1=CC(C(CCN2CCC3(C)C)(C)C)=C2C3=C1 HXWWMGJBPGRWRS-CMDGGOBGSA-N 0.000 description 1
- GMEQIEASMOFEOC-UHFFFAOYSA-N 4-[3,5-bis[4-(4-methoxy-n-(4-methoxyphenyl)anilino)phenyl]phenyl]-n,n-bis(4-methoxyphenyl)aniline Chemical compound C1=CC(OC)=CC=C1N(C=1C=CC(=CC=1)C=1C=C(C=C(C=1)C=1C=CC(=CC=1)N(C=1C=CC(OC)=CC=1)C=1C=CC(OC)=CC=1)C=1C=CC(=CC=1)N(C=1C=CC(OC)=CC=1)C=1C=CC(OC)=CC=1)C1=CC=C(OC)C=C1 GMEQIEASMOFEOC-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical class C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- UOOBIWAELCOCHK-BQYQJAHWSA-N 870075-87-9 Chemical compound O1C(C(C)C)=CC(=C(C#N)C#N)C=C1\C=C\C1=CC(C(CCN2CCC3(C)C)(C)C)=C2C3=C1 UOOBIWAELCOCHK-BQYQJAHWSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910001316 Ag alloy Inorganic materials 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- 229910001148 Al-Li alloy Inorganic materials 0.000 description 1
- 229910000882 Ca alloy Inorganic materials 0.000 description 1
- 229910013184 LiBO Inorganic materials 0.000 description 1
- 229910000861 Mg alloy Inorganic materials 0.000 description 1
- 239000004111 Potassium silicate Substances 0.000 description 1
- JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- RGKMZNDDOBAZGW-UHFFFAOYSA-N aluminum calcium Chemical compound [Al].[Ca] RGKMZNDDOBAZGW-UHFFFAOYSA-N 0.000 description 1
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 1
- 229910001626 barium chloride Inorganic materials 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- 229910000420 cerium oxide Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000001989 lithium alloy Substances 0.000 description 1
- HZRMTWQRDMYLNW-UHFFFAOYSA-N lithium metaborate Chemical compound [Li+].[O-]B=O HZRMTWQRDMYLNW-UHFFFAOYSA-N 0.000 description 1
- FUJCRWPEOMXPAD-UHFFFAOYSA-N lithium oxide Chemical compound [Li+].[Li+].[O-2] FUJCRWPEOMXPAD-UHFFFAOYSA-N 0.000 description 1
- 229910001947 lithium oxide Inorganic materials 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- SJCKRGFTWFGHGZ-UHFFFAOYSA-N magnesium silver Chemical compound [Mg].[Ag] SJCKRGFTWFGHGZ-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- MQCHTHJRANYSEJ-UHFFFAOYSA-N n-[(2-chlorophenyl)methyl]-1-(3-methylphenyl)benzimidazole-5-carboxamide Chemical compound CC1=CC=CC(N2C3=CC=C(C=C3N=C2)C(=O)NCC=2C(=CC=CC=2)Cl)=C1 MQCHTHJRANYSEJ-UHFFFAOYSA-N 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 239000002957 persistent organic pollutant Substances 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 229910052913 potassium silicate Inorganic materials 0.000 description 1
- 125000001567 quinoxalinyl group Chemical class N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
Images
Classifications
-
- 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
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/17—Carrier injection layers
-
- 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]
- H10K50/17—Carrier injection layers
- H10K50/171—Electron injection layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
- H10K71/40—Thermal treatment, e.g. annealing in the presence of a solvent vapour
-
- 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
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
Definitions
- the present invention relates to an organic electroluminescent device and a method of fabricating the same.
- the hole injection layer of the conventional organic electroluminescent device generally adopts small organic molecules, which are easily oxidized and unstable, thereby affecting the service life and efficiency of the organic electroluminescent device.
- An organic electroluminescent device comprising an anode base layer, a hole injection layer on the anode base layer, a light-emitting layer on the hole injection layer, and a cathode electrode layer on the light-emitting layer, wherein the hole injection layer
- the material is a metal oxide or a thiophene compound.
- the metal oxide is at least one of zinc oxide, magnesium oxide and vanadium pentoxide
- the thiophene compound is poly-3-hexylthiophene, poly 3- At least one of methylthiophene, poly-3-octyloxythiophene, and poly-3-dodecylthiophene.
- the method further includes a hole transport layer between the hole injection layer and the light emitting layer, an electron transport layer between the light emitting layer and the cathode electrode layer, and an electron injecting layer between the electron transport layer and the cathode electrode layer. At least one layer.
- the hole injecting layer formed of a metal oxide or a thiophene compound has a feature of increasing the recombination probability of electron-holes and is not easily oxidized, thereby enhancing the efficiency of the organic electroluminescent device and prolonging its service life.
- the metal oxide is zinc oxide, magnesium oxide, vanadium pentoxide, etc.
- the thiophene compound is poly-3-hexylthiophene, poly 3- Methylthiophene, poly-3-octyloxythiophene or poly-3-dodecylthiophene, etc., are less susceptible to oxidation than conventionally used small organic molecules, and are stable for a long period of time and have strong hole injecting ability.
- Metal oxide materials have a large absorption in the range of ultraviolet light, which can shield ultraviolet rays, and ultraviolet irradiation has great influence on the stability of the device.
- the selection of metal oxide materials can effectively improve the stability of the device and Slow down the aging of the device.
- the thiophene of the polyalkylthiophene polymer has a certain length of side chain groups, and these alkyl side chains increase the distance between the chains, restricting the transport of holes to the main chain, thereby increasing electron-holes.
- the probability of recombination can effectively enhance the luminous intensity and luminance of the device.
- a method for preparing an organic electroluminescent device comprising the steps of:
- the configuration of the metal oxide sol comprises the steps of dissolving the metal oxide in a solvent and configuring the concentration to be 10 ⁇ 35% metal oxide sol.
- the metal oxide is zinc oxide or magnesium oxide
- the solvent is a volume percentage 1:2 a mixed solution of water and acetic acid; or the metal oxide is vanadium pentoxide, and the solvent is ammonia water.
- the rotation speed during the spin coating process is 500-2000 rpm / In minutes, the spin time is 30 seconds; the drying temperature is 50-200 ° C, and the drying time is 15-60 minutes.
- step S1 the configuration of the thiophene compound sol comprises the following steps:
- the thiophene compound is dissolved in an organic solvent to prepare a thiophene compound sol having a density of 1 ⁇ 10 -3 -1 ⁇ 10 -2 g/L.
- the thiophene compound is poly-3-hexylthiophene, poly-3-methylthiophene, poly-3-octyloxythiophene or poly-3- Dodecylthiophene;
- the organic solvent is at least one of chlorobenzene, xylene, tetrahydrofuran, chloroform or dichloromethane.
- the rotation speed during the spin coating is 500-2500 rpm / In minutes, the spin time is 30 seconds; during drying, the temperature is 50-200 ° C, and the drying time is 15-100 minutes.
- the hole injection layer is prepared by spin-coating a metal oxide material or a thiophene compound material, the process is simple, the equipment condition is not high, the operation is simple, and the manufacturing cost of the device can be greatly reduced. .
- FIG. 1 is a schematic structural view of an organic electroluminescent device according to an embodiment
- FIG. 2 is a schematic structural view of an organic electroluminescent device according to another embodiment
- Example 3 is a structure in which the hole injection layer of Example 2 and Example 8 is ITO (indium tin oxide) / hole injection layer / NPB (N , N ' - ( 1-naphthyl) - N , N '-Diphenyl-4,4'-biphenyldiamine) / Alq 3 (8-hydroxyquinoline aluminum) /LiF/Al film structure organic electroluminescent device and Example 10 without hole injection layer
- the structure is a graph of the relationship between Luminance (in cd/m 2 ) and voltage (voltage, unit V) of ITO/NPB/Alq 3 /LiF/Al.
- an organic electroluminescent device of an embodiment includes an anode base layer 110, a hole injection layer 120, and a light-emitting layer in this order. 130 and cathode electrode layer 140.
- the anode base layer 110 may be an inorganic conductive material such as indium tin oxide (ITO), zinc oxide or tin oxide, or an organic conductive polymer such as polyaniline or the like.
- ITO indium tin oxide
- zinc oxide or tin oxide zinc oxide or tin oxide
- organic conductive polymer such as polyaniline or the like.
- Hole injection layer 120 Prepared using metal oxides or thiophenes.
- metal oxides such as zinc oxide, magnesium oxide or vanadium pentoxide
- thiophene compounds such as poly-3-hexylthiophene, poly-3-methylthiophene, poly-3-octyloxy Thiophene or poly-3-dodecylthiophene and the like.
- the light-emitting layer 130 may be tetra-tert-butyl perylene (TBP), 4-(dinitylmethyl)-2-butyl-6-(1,7,7,7-tetramethyl sulphonium -9-vinyl) -4H-pyran (DCJTB), 9,10-di- ⁇ -naphthylene fluorene (AND), bis(2-methyl-8-hydroxyquinoline)-(4-diphenol Aluminum (BALQ), 4-(dinitrileyl)-2-isopropyl-6-( 1,1,7,7-tetramethyljuroxidine-9-vinyl) -4H-pyridyl Oral (DCJTI), dimethyl quinacridone (DMQA) or 8-hydroxyquinoline aluminum (Alq 3 ). Further, the light-emitting layer 130 may also employ a polymer polyparaphenylene acetylene and a derivative thereof (PVV).
- PVV polymer polyparaphenylene acetylene and
- the cathode electrode layer 140 may be aluminum, gold, magnesium silver alloy, aluminum magnesium alloy, aluminum calcium alloy or aluminum lithium alloy.
- the hole injection layer 120 is prepared by using a metal oxide or an organic polymer, has strong oxidation resistance, can effectively enhance the stability and service life of the organic electroluminescent device, and at the same time, the metal oxide or the organic polymer can balance holes and electrons.
- the transmission rate increases the probability of recombination of holes and electrons, and can effectively enhance the luminous intensity and luminance of the device.
- the organic electroluminescent device may also employ, for example, an anode substrate layer / Hole injection layer / luminescent layer / electron injection layer / cathode electrode layer, anode base layer / hole injection layer / luminescent layer / electron transport layer / cathode electrode layer, anode base layer / hole injection layer / Light Emitting Layer / Electron Transport Layer / Electron Injection Layer / Cathode Electrode Layer, Anode Substrate Layer / Hole Injection Layer / Hole Transport Layer / Luminescent Layer / Electron Injection Layer / Cathode Electrode Layer, Anode Substrate Layer / Hole injection layer / hole transport layer / light-emitting layer / electron transport layer / cathode electrode layer, anode base layer / hole injection layer / hole transport layer / light-emitting layer / electron transport layer / cathode electrode layer, anode base layer / hole injection layer / hole transport layer
- Figure 2 shows an anode substrate layer 210 / hole injection layer 220 / hole transport layer 230 / light-emitting layer 240 / electron transport layer 250 / Electron injection layer 260 / cathode electrode layer 270 structure of the organic electroluminescent device structure.
- the hole transport layer may be N, N'-bis(3-methylphenyl)-N, N'-diphenyl -4,4'-biphenyldiamine (TPD), polyparaphenylene acetylene and its derivatives (PPV), N, N'-(1-naphthyl)-N, N'-diphenyl-4,4 '- Biphenyldiamine (NPB), 1,3,5-triphenylbenzene (TDAPB), polyvinylcarbazole (PVK), copper phthalocyanine (CuPc) or P Preparation of materials such as doped inorganic semiconductors.
- TPD N'-bis(3-methylphenyl)-N
- PV polyparaphenylene acetylene and its derivatives
- NPB N'-(1-naphthyl)-N
- TDAPB 1,3,5-
- the electron transport layer may be 2-(4-biphenyl)-5-(4-tert-butyl)phenyl-1,3,4-oxadiazole (PBD), 8-hydroxyquinoline aluminum (Alq 3 ) , 2,5-bis(1-naphthyl)-1,3,4-oxadiazole (BND), 1,2,4-triazole derivatives (such as TAZ), N-arylbenzimidazole (TPBI) Preparation of materials such as quinoxaline derivatives (TPQ) or n-type doped inorganic semiconductors.
- PBD 2-(4-biphenyl)-5-(4-tert-butyl)phenyl-1,3,4-oxadiazole
- Alq 3 8-hydroxyquinoline aluminum
- BND 2,5-bis(1-naphthyl)-1,3,4-oxadiazole
- TAZ 1,2,4-triazole derivatives
- TPBI N-arylbenzimidazole
- the electron injecting layer may be lithium fluoride (LiF), lithium oxide (LiO 2 ), cerium oxide (Cs 2 O ), aluminum oxide (Al 2 O 3 ), sodium fluoride (NaF), or cesium fluoride (CsF). ), calcium fluoride (CaF 2 ), magnesium fluoride (MgF 2 ), sodium chloride (NaCl), potassium chloride (KCl), barium chloride (RbCl), lithium metaborate (LiBO 2 ) or potassium silicate Preparation of materials such as (K 2 SiO 3 ).
- the above has an anode base layer 110 / hole injection layer 120 / light emitting layer 130 / cathode electrode layer 140
- a metal oxide sol or a thiophene compound sol is disposed; then an anode base layer 110 is provided, and the anode base layer 110 is provided.
- the surface is pretreated; finally, a metal oxide sol or a thiophene sol is coated on the surface pretreated anode substrate 110 by spin coating to form a hole injection layer 120; 120 is coated with a light-emitting layer 130, and a cathode electrode layer 140 is coated on the light-emitting layer 130, and dried to obtain an organic electroluminescent device.
- the pretreatment of the surface of the anode base layer 110 may be oxygen plasma treatment or ultraviolet-ozone treatment. , hydrogen peroxide immersion cleaning or acid immersion cleaning.
- the raw material of the hole injection layer 120 is specifically a deionized water/acetate sol of zinc oxide or magnesium oxide having a mass fraction of 10-35%, wherein the volume ratio of deionized water to acetic acid is 1:2; or the mass fraction is 10- 35% aqueous solution of vanadium pentoxide; or poly-3-hexylthiophene, poly-3-methylthiophene, poly-3-octyloxythiophene or 1 ⁇ 10 -3 -1 ⁇ 10 -2 g/L An organic solvent sol of poly-3-dodecylthiophene.
- the rotation speed during the spin coating process is 500-2000.
- the transfer time is 30 seconds for the transfer/minute; the temperature is 50-200 ° C during the drying process, and the drying time is 15-60 minutes.
- the hole injection layer 120 is made of poly-3-hexylthiophene, poly-3-methylthiophene, poly-3-octyloxythiophene or poly 3-
- the rotation speed is 500-2500 rpm
- the spin coating time is 30 seconds
- the drying temperature is 50-200 ° C
- the drying time is 15-100. Minutes.
- the organic solvent is at least one of chlorobenzene, xylene, tetrahydrofuran, chloroform or dichloromethane.
- the above preparation process further includes spin coating, evaporation, sputtering, sputtering or chemical vapor deposition in the hole injection layer and the light emitting layer. a step of depositing a hole transport layer, or depositing an electron transport layer on the light-emitting layer by spin coating, evaporation, sputtering, sputtering or chemical vapor deposition, and depositing an electron injection layer between the electron transport layer and the cathode electrode layer Wait for steps.
- the hole injection layer is prepared by spin-coating a metal oxide material or an organic polymer material, the process is simple, the equipment conditions are not required, the operation is simple, and the manufacturing cost of the device can be greatly reduced.
- Example 1 The indium tin oxide glass was photolithographically processed, cut into the required light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes, respectively, and cleaned. It is surface treated with oxygen plasma, the oxygen plasma treatment time is 5-15 minutes, and the power is 10-50W. Its main function is to reduce the roughness and contact angle of the surface of the anode base layer, so as to improve the wetness of the surface of the anode base layer.
- the adsorption and the surface treatment can further remove the organic pollutants on the surface of the anode base layer, enhance the combination with the organic layer, and increase the surface work function of the anode base layer, thereby improving the hole injection ability.
- Example 2 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes, respectively, and cleaned. It is subjected to oxygen plasma treatment, and the oxygen plasma treatment time is 5-15 minutes, and the power is 10-50 W. Dissolve a mixed solution of zinc oxide (ZnO) and deionized water/acetic acid ratio of 1:2 into a solution with a mass fraction of 25%, and drop the prepared solution onto the homogenizer at a spin coating speed of 500-2000 rpm.
- ZnO zinc oxide
- deionized water/acetic acid ratio of 1:2 into a solution with a mass fraction of 25%
- a hole transport layer and a light-emitting layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- the relationship between the luminance and voltage of the organic electroluminescent device prepared is shown in Fig. 3.
- Example 3 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes in sequence, and then cleaned. It is UV-ozone treated with a processing time of 15-30 minutes and a power of 10-30W. Dissolve a mixed solution of zinc oxide (ZnO) and deionized water/acetic acid ratio of 1:2 into a solution with a mass fraction of 35%, and drip the prepared solution onto a homogenizer at a spin coating speed of 500-2000 rpm.
- ZnO zinc oxide
- deionized water/acetic acid ratio of 1:2 into a solution with a mass fraction of 35%
- a hole transport layer, a light-emitting layer, and an electron transport layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- Example 4 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes in sequence, and then cleaned. It is UV-ozone treated with a processing time of 15-30 minutes and a power of 10-30W.
- the zinc oxide (ZnO) of Example 1 was changed into a mixed solution of magnesium oxide (MgO) and deionized water/acetic acid ratio of 1:2 to prepare a solution having a mass fraction of 10%, and the solution was placed on a homogenizer.
- the spin coating speed of 500-5000 rpm was spin-coated on the anode base layer, the spin coating time was 30 seconds, and then calcined in a muffle furnace at 450 ° C for 30 minutes, and dried to obtain a hole injection layer. Then, a hole transport layer, a light-emitting layer, and an electron transport layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- Example 5 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes, respectively, and cleaned. It is subjected to oxygen plasma treatment in which the oxygen plasma treatment time is 5-15 minutes and the power is 10-50 W.
- the zinc oxide (ZnO) of Example 1 was changed into a mixed solution of magnesium oxide (MgO) and deionized water/acetic acid ratio of 1:2 to prepare a solution having a mass fraction of 30%, and the solution was placed on a homomixer.
- the spin coating speed of 500-5000 rpm was spin-coated on the anode base layer, the spin coating time was 30 seconds, and then calcined in a muffle furnace at 450 ° C for 30 minutes, and dried to obtain a hole injection layer. Then, a hole transport layer, a light-emitting layer, and an electron transport layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- Example 6 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes, respectively, and cleaned. It is subjected to oxygen plasma treatment in which the oxygen plasma treatment time is 5-15 minutes and the power is 10-50 W.
- the zinc oxide (ZnO) of Example 1 was changed into a mixed solution of magnesium oxide (MgO) and deionized water/acetic acid ratio of 1:2 to prepare a solution having a mass fraction of 20%, and the solution was placed on a homomixer.
- the spin coating speed of 500-5000 rpm was spin-coated on the anode base layer, the spin coating time was 30 seconds, and then calcined in a muffle furnace at 450 ° C for 30 minutes, and dried to obtain a hole injection layer. Then, a hole transport layer, a light-emitting layer, and an electron transport layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- Example 7 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes in sequence, and then cleaned. It is subjected to oxygen plasma treatment in which the oxygen plasma treatment time is 5-15 minutes and the power is 10-50 W.
- the zinc oxide (ZnO) of Example 1 was replaced with poly-3-hexylthiophene and chlorobenzene to prepare a solution having a density of 1 ⁇ 10 -3 g/L, and the solution was placed on a homogenizer at 500-2500 rpm.
- the spin coating speed was spin-coated on the anode base layer, the spin coating time was 30 seconds, and then baked in a 200 ° C oven for 30 minutes, and after drying, a hole injection layer was obtained. Then, a hole transport layer, a light-emitting layer, and an electron transport layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- Example 8 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes in sequence, and then cleaned. It is subjected to oxygen plasma treatment in which the oxygen plasma treatment time is 5-15 minutes and the power is 10-50 W.
- the zinc oxide (ZnO) of Example 1 was replaced with poly-3-hexylthiophene and chlorobenzene to prepare a solution having a density of 5 ⁇ 10 -3 g/L, and the solution was placed on a homogenizer at 500-2500 rpm.
- the spin coating speed was spin-coated on the anode base layer, the spin coating time was 30 seconds, and then baked in a 200 ° C oven for 30 minutes, and after drying, a hole injection layer was obtained. Then, a hole transport layer and a light-emitting layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- the relationship between the luminance and voltage of the organic electroluminescent device prepared is shown in Fig. 3.
- Example 9 The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then ultrasonically washed with detergent, deionized water, acetone, ethanol, and isopropanol for 15 minutes, respectively, and cleaned. It is UV-ozone treated with a processing time of 15-30 minutes and a power of 10-30W.
- the zinc oxide (ZnO) of Example 1 was replaced with poly-3-hexylthiophene and chlorobenzene to prepare a solution having a density of 1 ⁇ 10 -2 g/L, and the solution was placed on a homogenizer at 500-2500 rpm.
- the spin coating speed was spin-coated on the anode base layer, the spin coating time was 30 seconds, and then baked in a 200 ° C oven for 30 minutes, and after drying, a hole injection layer was obtained. Then, a hole transport layer, a light-emitting layer, and an electron transport layer were prepared by thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
- Example 10 Comparative device without hole injection layer: The indium tin oxide glass was photolithographically processed, cut into a desired light-emitting area, and then sequentially washed with detergent, deionized water, acetone, ethanol, and isopropyl The alcohol was sonicated for 15 minutes, and then cleaned and then subjected to oxygen plasma treatment, wherein the oxygen plasma treatment time was 5-15 minutes, and the power was 10-50 W. No hole injection layer was added. The hole transport layer and the light-emitting layer were prepared by direct thermal evaporation, followed by evaporation of the electron injection layer and the cathode electrode layer.
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Description
Claims (10)
- 一种有机电致发光器件,包括阳极基底层、位于所述阳极基底层上的空穴注入层、位于所述空穴注入层上的发光层及位于所述发光层上的阴极电极层,其特征在于,所述空穴注入层的材质为金属氧化物或噻吩类化合物。
- 如权利要求 1 所述的有机电致发光器件,其特征在于,所述金属氧化物为氧化锌、氧化镁和五氧化二钒中的至少一种;所述噻吩类化合物为聚 3-己基噻吩、聚 3- 甲基噻吩、聚 3- 辛氧基噻吩和聚 3- 十二烷基噻吩中的至少一种。
- 如权利要求 1 所述的有机电致发光器件,其特征在于,还包括位于所述空穴注入层及所述发光层之间的空穴传输层、位于所述发光层及所述阴极电极层之间的电子传输层及位于所述电子传输层与所述阴极电极层之间的电子注入层中的至少一层。
- 一种有机电致发光器件的制备方法,其特征在于,包括如下步骤:S1 、配置金属氧化物溶胶或噻吩类化合物溶胶;S2 、提供阳极基底层,对所述阳极基底层表面进行预处理;S3 、采用旋涂技术,将所述金属氧化物溶胶或噻吩类化合物溶胶涂覆在表面预处理后的所述阳极基底层上,形成一层空穴注入层;然后在所述空穴注入层上涂覆一层发光层,以及在所述发光层上涂覆一层阴极电极层,烘干,即得到所述有机电致发光器件。
- 如权利要求 4 所述的有机电致发光器件的制备方法,其特征在于,步骤 S1 中,金属氧化物溶胶的配置包括如下步骤:将金属氧化物溶于溶剂中,配置成浓度为 10~35% 的金属氧化物溶胶。
- 如权利要求 5 所述的有机电致发光器件的制备方法,其特征在于,所述金属氧化物为氧化锌或氧化镁,所述溶剂为体积百分比 1:2 的水和醋酸的混合溶液;或所述金属氧化物为五氧化二钒,所述溶剂为氨水。
- 如权利要求 4 或 6 所述的有机电致发光器件的制备方法,其特征在于,当形成所述空穴注入层的原料为金属氧化物溶胶时,旋涂过程中转速为 500-2000 转 / 分钟,旋涂时间为 30 秒;干燥程中温度为 50-200℃,干燥时间为15-60 分钟。
- 如权利要求 4 所述的有机电致发光器件的制备方法,其特征在于,步骤 S1 中,噻吩类化合物溶胶的配置包括如下步骤:将噻吩类化合物溶于有机溶剂中,配置成密度为1 × 10-3-1 × 10-2g/L 的 噻吩类化合物溶胶。
- 如权利要求8 所述的有机电致发光器件的制备方法,其特征在于,所述噻吩类化合物为聚 3-己基噻吩、聚 3-甲基噻吩、聚 3-辛氧基噻吩或聚 3-十二烷基噻吩;所述有机溶剂为氯苯、二甲苯、四氢呋喃、三氯甲烷或二氯甲烷中的至少一种。
- 如权利要求 4 或 9 所述的有机电致发光器件的制备方法,其特征在于,当形成所述空穴注入层的原料为噻吩类化合物溶胶时,旋涂过程中转速为 500-2500转 / 分钟,旋涂时间为 30秒;干燥过程中温度为 50-200℃,干燥时间为15-100分钟。
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2010
- 2010-09-30 EP EP10857689.3A patent/EP2624324A4/en not_active Withdrawn
- 2010-09-30 JP JP2013530520A patent/JP2013543654A/ja active Pending
- 2010-09-30 WO PCT/CN2010/077505 patent/WO2012040926A1/zh active Application Filing
- 2010-09-30 CN CN2010800683499A patent/CN103038907A/zh active Pending
- 2010-09-30 US US13/823,044 patent/US9123906B2/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
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CN101084588A (zh) * | 2004-09-24 | 2007-12-05 | 普莱克斯托尼克斯公司 | 含杂原子立体规则性聚(3-取代噻吩)的电致发光器件 |
CN1851955A (zh) * | 2006-04-29 | 2006-10-25 | 中国科学院长春应用化学研究所 | 一种有机电致发光器件及其制备方法 |
CN101765930A (zh) * | 2007-08-10 | 2010-06-30 | 住友化学株式会社 | 有机电致发光元件、制造方法以及涂布液 |
Non-Patent Citations (2)
Title |
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C.W. TANG; SLYKE: "breakthrough in organic electroluminescent research", 1987, EASTMAN KODAK COMPANY |
See also references of EP2624324A4 |
Also Published As
Publication number | Publication date |
---|---|
JP2013543654A (ja) | 2013-12-05 |
EP2624324A1 (en) | 2013-08-07 |
US20130214262A1 (en) | 2013-08-22 |
CN103038907A (zh) | 2013-04-10 |
US9123906B2 (en) | 2015-09-01 |
EP2624324A4 (en) | 2014-08-13 |
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