JP5792160B2 - 少なくとも1つの発光体化合物および共役遮断ユニットを有する少なくとも1つのポリマーを含む組成物 - Google Patents
少なくとも1つの発光体化合物および共役遮断ユニットを有する少なくとも1つのポリマーを含む組成物 Download PDFInfo
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- JP5792160B2 JP5792160B2 JP2012512227A JP2012512227A JP5792160B2 JP 5792160 B2 JP5792160 B2 JP 5792160B2 JP 2012512227 A JP2012512227 A JP 2012512227A JP 2012512227 A JP2012512227 A JP 2012512227A JP 5792160 B2 JP5792160 B2 JP 5792160B2
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- 230000000903 blocking effect Effects 0.000 title claims description 23
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- 230000005693 optoelectronics Effects 0.000 claims description 26
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 18
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 16
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 15
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 14
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
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- 150000004696 coordination complex Chemical class 0.000 claims description 12
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 10
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims description 8
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 7
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 7
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- 229910052723 transition metal Inorganic materials 0.000 claims description 7
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- 125000002993 cycloalkylene group Chemical group 0.000 claims description 6
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 6
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- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 claims description 5
- 150000003624 transition metals Chemical class 0.000 claims description 5
- ICPSWZFVWAPUKF-UHFFFAOYSA-N 1,1'-spirobi[fluorene] Chemical compound C1=CC=C2C=C3C4(C=5C(C6=CC=CC=C6C=5)=CC=C4)C=CC=C3C2=C1 ICPSWZFVWAPUKF-UHFFFAOYSA-N 0.000 claims description 4
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- 229910052747 lanthanoid Inorganic materials 0.000 claims description 4
- 150000002602 lanthanoids Chemical class 0.000 claims description 4
- RICKKZXCGCSLIU-UHFFFAOYSA-N 2-[2-[carboxymethyl-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methyl]amino]ethyl-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methyl]amino]acetic acid Chemical compound CC1=NC=C(CO)C(CN(CCN(CC(O)=O)CC=2C(=C(C)N=CC=2CO)O)CC(O)=O)=C1O RICKKZXCGCSLIU-UHFFFAOYSA-N 0.000 claims description 3
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- 125000002950 monocyclic group Chemical group 0.000 claims description 3
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
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- 239000010410 layer Substances 0.000 description 42
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 30
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 26
- 238000006116 polymerization reaction Methods 0.000 description 17
- 239000003446 ligand Substances 0.000 description 14
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- 239000011159 matrix material Substances 0.000 description 13
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 125000004429 atom Chemical group 0.000 description 11
- 239000000178 monomer Substances 0.000 description 11
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 10
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 10
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 10
- 0 *c(cc1)ccc1C(c1ccc(C(F)(F)F)cc1)=O Chemical compound *c(cc1)ccc1C(c1ccc(C(F)(F)F)cc1)=O 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
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- 125000001424 substituent group Chemical group 0.000 description 8
- 125000004122 cyclic group Chemical group 0.000 description 7
- 150000002739 metals Chemical class 0.000 description 7
- 125000002524 organometallic group Chemical group 0.000 description 7
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 7
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- TZMSYXZUNZXBOL-UHFFFAOYSA-N 10H-phenoxazine Chemical compound C1=CC=C2NC3=CC=CC=C3OC2=C1 TZMSYXZUNZXBOL-UHFFFAOYSA-N 0.000 description 6
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- UNILWMWFPHPYOR-KXEYIPSPSA-M 1-[6-[2-[3-[3-[3-[2-[2-[3-[[2-[2-[[(2r)-1-[[2-[[(2r)-1-[3-[2-[2-[3-[[2-(2-amino-2-oxoethoxy)acetyl]amino]propoxy]ethoxy]ethoxy]propylamino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-[(2r)-2,3-di(hexadecanoyloxy)propyl]sulfanyl-1-oxopropan-2-yl Chemical compound O=C1C(SCCC(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N[C@@H](CSC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)NCC(=O)N[C@H](CO)C(=O)NCCCOCCOCCOCCCNC(=O)COCC(N)=O)CC(=O)N1CCNC(=O)CCCCCN\1C2=CC=C(S([O-])(=O)=O)C=C2CC/1=C/C=C/C=C/C1=[N+](CC)C2=CC=C(S([O-])(=O)=O)C=C2C1 UNILWMWFPHPYOR-KXEYIPSPSA-M 0.000 description 5
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- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 2
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- 125000004958 1,4-naphthylene group Chemical group 0.000 description 2
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- JAUCCASEHMVMPM-UHFFFAOYSA-N naphtho[2,1-e][1,3]benzoxazole Chemical compound C1=CC2=CC=CC=C2C2=C1C(N=CO1)=C1C=C2 JAUCCASEHMVMPM-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 238000013086 organic photovoltaic Methods 0.000 description 1
- 150000002921 oxetanes Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- KJOLVZJFMDVPGB-UHFFFAOYSA-N perylenediimide Chemical compound C=12C3=CC=C(C(NC4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)NC(=O)C4=CC=C3C1=C42 KJOLVZJFMDVPGB-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- CPNGPNLZQNNVQM-UHFFFAOYSA-N pteridine Chemical compound N1=CN=CC2=NC=CN=C21 CPNGPNLZQNNVQM-UHFFFAOYSA-N 0.000 description 1
- GDISDVBCNPLSDU-UHFFFAOYSA-N pyrido[2,3-g]quinoline Chemical compound C1=CC=NC2=CC3=CC=CN=C3C=C21 GDISDVBCNPLSDU-UHFFFAOYSA-N 0.000 description 1
- GGVMPKQSTZIOIU-UHFFFAOYSA-N quaterrylene Chemical group C12=C3C4=CC=C2C(C2=C56)=CC=C5C(C=57)=CC=CC7=CC=CC=5C6=CC=C2C1=CC=C3C1=CC=CC2=CC=CC4=C21 GGVMPKQSTZIOIU-UHFFFAOYSA-N 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 229920013730 reactive polymer Polymers 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000005361 soda-lime glass Substances 0.000 description 1
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Inorganic materials [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000006836 terphenylene group Chemical group 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
- 150000003536 tetrazoles Chemical class 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- YGPLLMPPZRUGTJ-UHFFFAOYSA-N truxene Chemical compound C1C2=CC=CC=C2C(C2=C3C4=CC=CC=C4C2)=C1C1=C3CC2=CC=CC=C21 YGPLLMPPZRUGTJ-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 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
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Description
Aは、出現毎にそれぞれ独立に、共役遮断ユニットであり;
FGは、出現毎にそれぞれ独立に、光電子官能基であり;
nは、1より大きく、好ましくは10以上であり、特に好ましくは10〜10,000の範囲である。
Aは、出現毎にそれぞれ独立に、共役遮断ユニットであり;
FGは、出現毎にそれぞれ独立に、光電子官能基であり;
nは、1より大きく、好ましくは10以上であり、特に好ましくは10〜10,000の範囲である。
A1は、出現毎にそれぞれ独立に、共役遮断ユニットであり;
FG1は、出現毎にそれぞれ独立に、光電子官能基であり;
m、oは、出現毎にそれぞれ独立に、0、1または2であり、m+oは1以上であり;
pは、1以上である。
グループ2:ポリマーの電子注入性および/または電子輸送性を増強する単位;
グループ3:グループ1およびグループ2からの個々の単位の組み合わせを有する単位;
グループ4:電気蛍光の代わりに電気燐光が得られる範囲に発光特性を修飾する単位;
グループ5:いわゆる一重項状態から三重項状態への移行を改善する単位;
グループ6:合成されたポリマーの発光色に影響を与える単位;
グループ7:典型的に主鎖として使用される単位;
グループ8:合成されたポリマーのフィルム構造および/またはレオロジー特性に影響を与える単位。
(A)SUZUKI重合;
(B)YAMAMOTO重合;
(C)STILLE重合;
(D)HECK重合;
(E)NEGISHI重合;
(F)SONOGASHIRA重合;
(G)HIYAMA重合;および
(H)HARTWIG-BUCHWALD重合。
Mは、それぞれ同じまたは異なり、36より大きな原子番号を有する典型金属、遷移金属またはランタノイドであり;
DCyは、それぞれ同じまたは異なり、少なくとも1つのドナー原子(すなわち、非共有電子対、好ましくは窒素またはリン)を含む、非共有電子対を介して金属と結合する環状の基であり、1つ以上の置換基R4を有してよく;基DCyおよびCCyは、共有結合を介して相互に結合し、基R4および/またはR5を介して相互にさらに結合してよく;
CCyは、それぞれ同じまたは異なり、炭素原子を含み、炭素原子を介して金属と結合する環状の基であり、1つ以上の置換基R4を有してよく;
Lは、それぞれ同じまたは異なる二座のキレート形成リガンドであり、好ましくは、モノアニオン性の二座のキレート形成リガンドであり;
R4は、それぞれ同じまたは異なり、H、F、Cl、Br、I、NO2、CN、1〜40の炭素原子を有する直鎖状、分岐状もしくは環状のアルキルまたはアルコキシ基であり、1つ以上の非結合性のCH2基は、C=O、C=S、C=Se、C=NR5、-R5C=CR5-、-C≡C-、-O-、-S-、-NR5-、Si(R5)2または-CONR5-により置換されてよく、1つ以上のH原子は、F、Cl、Br、I、CN、NO2、5〜40の芳香環原子を有し、1つ以上の非芳香族性基R4で置換されてよい芳香環または芳香族複素環系により置換されてよく;ここでの複数の置換基R4は、同じ環上にあっても2つの異なる環上にあってもよく、一緒になってさらなる単環または複環の脂肪族または芳香族環系を形成してよく;
R5は、それぞれ同じまたは異なり、H、1〜20の炭素原子を有する脂肪族炭化水素基または6〜20の炭素原子を有する芳香族炭化水素基であり;
mは、出現毎にそれぞれ独立に、1、2または3であり、好ましくは2または3であり、特に好ましくは3であり:
nは、出現毎にそれぞれ独立に、0、1または2であり、好ましくは0または1であり、特に好ましくは0である。
本発明によるポリマーP1〜P9および比較ポリマーC1およびC2は、以下に示すモノマーを使用して(%値=mol%)、WO 03/048225 A2に従ってスズキカップリングにより合成する。
高分子有機発光ダイオード(PLED)の作製は、文献に既に何度も記載されている(例えば、WO 2004/037887 A2)。実施例により本発明を説明するために、PLEDは、本発明によるポリマーP1〜P9および比較ポリマーC1およびC2を使用し、スピンコーティングにより作製する。緑色発光の三重項発光を得るために、20重量%の濃度で三重項発光体の溶液にT1を加える。
Claims (21)
- 少なくとも1つの発光体化合物および少なくとも1つのポリマーを含む組成物であって
、前記ポリマーは、一般式Iで表される構造単位を少なくとも1つ含むことを特徴とする
組成物:
Aは、出現毎にそれぞれ独立に、A-Ia〜A-lpから選ばれる共役遮断ユニットであり;
FGは、出現毎にそれぞれ独立に、正孔注入性基、正孔輸送性基、正孔遮断性基、電子注入性基、電子輸送性基、電子遮断性基、光子吸収性基、励起子生成基、一重項励起子増感剤または発光性基であり;
nは、1より大きい。 - 請求項1に記載の組成物であって、前記ポリマーは、以下の式Iaで表されるさらなる構造単位を少なくとも1つ含むことを特徴とする組成物:
A1は、出現毎にそれぞれ独立に、A-Ia〜A-lpから選ばれる共役遮断ユニットであり;
FG1は、出現毎にそれぞれ独立に、正孔注入性基、正孔輸送性基、正孔遮断性基、電子注入性基、電子輸送性基、電子遮断性基、光子吸収性基、励起子生成基、一重項励起子増感剤または発光性基であり;
m、oは、出現毎にそれぞれ独立に、0、1または2であり、m+oは1以上であり;
pは、1以上である。 - 請求項1または2に記載の組成物であって、前記FGおよびFG1は、出現毎にそれぞれ独立に、置換または非置換の芳香環もしくは芳香族複素環系であることを特徴とする組成物。
- 請求項1〜3のいずれか1項に記載の組成物であって、前記FGおよびFG1は、出現毎にそれぞれ独立に、フェニル、ナフチル、ピリジン、アントラセン、ビナフチルアント
ラセン、フェナントレン、ジヒドロフェナントレン、インデノフルオレン、フルオレン、
スピロビフルオレン、ピレン、ホスフィン、ホスフィンオキシド、フラン、イミダゾール
、チオフェン、トリアジン、ピラジン、ケトン、アミン、カルバゾールならびにこれらの
組み合わせ、これらの誘導体およびヘテロ原子変異体から選択されることを特徴とする組
成物。 - 請求項1〜4のいずれか1項に記載の組成物であって、前記ポリマーは、式Iおよび/またはIaとは異なるさらなる構造単位を含むことを特徴とする組成物。
- 請求項1〜5のいずれか1項に記載の組成物であって、前記発光体化合物は、一重項発光体、三重項発光体または一重項励起子生成基であることを特徴とする組成物。
- 請求項1〜6のいずれか1項に記載の組成物であって、前記発光体化合物は、緑色、青色または赤色に発光する三重項発光体であることを特徴とする組成物。
- 請求項1〜7のいずれか1項に記載の組成物であって、前記発光体化合物は、遷移金属、レアアース、ランタノイドおよびアクチノイドからなる群より選択される金属を含有する金属錯体であることを特徴とする組成物。
- 請求項1〜8のいずれか1項に記載の組成物であって、前記発光体化合物は、三重項発光体または金属錯体であり、前記官能基FGおよび/またはFG1は、単環式または二環式縮合型の芳香環または芳香族複素環基から選択され、式Iaにおけるmは、0または1であることを特徴とする組成物。
- 請求項1〜9のいずれか1項に記載の組成物であって、該組成物における前記ポリマーと前記発光体化合物の重量比は、99.1:0.01〜98:2であることを特徴とする組成物。
- 請求項1〜10のいずれか1項に記載の組成物であって、1つ以上の溶媒を含むことを特徴とする組成物。
- 一般式Iで表される構造単位を少なくとも1つ含むことを特徴とするポリマー:
Aは、出現毎にそれぞれ独立に、A-Ia〜A-lpから選ばれる共役遮断ユニットであり;
FGは、出現毎にそれぞれ独立に、正孔注入性基、正孔輸送性基、正孔遮断性基、電子注入性基、電子輸送性基、電子遮断性基、光子吸収性基、励起子生成基、一重項励起子増感剤または発光性基であり;
nは、1より大きい。 - 請求項12に記載のポリマーであって、以下の式Iaで表されるさらなる構造単位を少なくとも1つ含むことを特徴とするポリマー:
A1は、出現毎にそれぞれ独立に、A-Ia〜A-lpから選ばれる共役遮断ユニットであり;
FG1は、出現毎にそれぞれ独立に、正孔注入性基、正孔輸送性基、正孔遮断性基、電子注入性基、電子輸送性基、電子遮断性基、光子吸収性基、励起子生成基、一重項励起子増感剤または発光性基であり;
m、oは、出現毎にそれぞれ独立に、0、1または2であり、m+oは1以上であり;
pは、1以上である。 - 請求項12または13に記載のポリマーであって、前記FGおよびFG1は、出現毎にそれぞれ独立に、置換または非置換の芳香環もしくは芳香族複素環系であることを特徴とするポリマー。
- 請求項12〜14のいずれか1項に記載のポリマーであって、前記FGおよびFG1は、出現毎にそれぞれ独立に、フェニル、ナフチル、ピリジン、アントラセン、ビナフチルアントラセン、フェナントレン、ジヒドロフェナントレン、インデノフルオレン、フルオレン、スピロビフルオレン、ピレン、ホスフィン、ホスフィンオキシド、フラン、イミダゾール、チオフェン、トリアジン、ピラジン、ケトン、アミン、カルバゾールならびにこれらの組み合わせ、これらの誘導体およびヘテロ原子変異体から選択されることを特徴とするポリマー。
- 請求項1〜11のいずれか1項に記載の組成物または請求項12〜15のいずれか1項に記載のポリマーの、光電子デバイスにおける使用。
- 請求項16に記載の使用であって、前記組成物またはポリマーが光電子デバイスにおけ
る層の形態であることを特徴とする使用。 - 陽極、陰極および少なくとも1つの請求項1〜11のいずれか1項に記載の組成物または請求項12〜15のいずれか1項に記載のポリマーを含むことを特徴とする光電子デバ
イス。 - 請求項18に記載の光電子デバイスであって、前記組成物またはポリマーは、層の形態であり、陽極と陰極の間に配置されることを特徴とする光電子デバイス。
- 請求項18または19に記載の光電子デバイスであって、正孔輸送層、正孔注入層、発
光体、電子輸送層、電子注入層、電荷遮断層、電荷生成層および/または中間層から選択
されるさらなる層を含むことを特徴とする光電子デバイス。 - 請求項18〜20のいずれか1項に記載の光電子デバイスであって、有機エレクトロルミネッセンスデバイス(OLED)、高分子エレクトロルミネッセンス素子(PLED)、有機集積回
路(O-IC)、有機電界効果トランジスタ(O-FET)、有機薄層トランジスタ(O-TFT)、有機発光
トランジスタ(O-LET)、有機太陽電池(O-SC)、有機光学検出器、有機感光体、有機電界ク
エンチデバイス(O-FQD)、発光電気化学電池(LEC)または有機レーザーダイオード(O-laser
)であることを特徴とする光電子デバイス。
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DE102009023154.4 | 2009-05-29 | ||
PCT/EP2010/002694 WO2010136111A1 (de) | 2009-05-29 | 2010-05-04 | Zusammensetzung, enthaltend mindestens eine emitterverbindung und mindestens ein polymer mit konjugationsunterbrechenden einheiten |
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DE102008015526B4 (de) | 2008-03-25 | 2021-11-11 | Merck Patent Gmbh | Metallkomplexe |
DE102008017591A1 (de) | 2008-04-07 | 2009-10-08 | Merck Patent Gmbh | Neue Materialien für organische Elektrolumineszenzvorrichtungen |
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2009
- 2009-05-29 DE DE102009023154A patent/DE102009023154A1/de not_active Withdrawn
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2010
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- 2010-05-04 JP JP2012512227A patent/JP5792160B2/ja active Active
- 2010-05-04 US US13/266,783 patent/US9099655B2/en active Active
- 2010-05-04 WO PCT/EP2010/002694 patent/WO2010136111A1/de active Application Filing
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KR20120027417A (ko) | 2012-03-21 |
KR101711229B1 (ko) | 2017-02-28 |
WO2010136111A1 (de) | 2010-12-02 |
JP2012528209A (ja) | 2012-11-12 |
CN102449796B (zh) | 2016-06-29 |
US9099655B2 (en) | 2015-08-04 |
CN102449796A (zh) | 2012-05-09 |
DE102009023154A1 (de) | 2011-06-16 |
US20120056170A1 (en) | 2012-03-08 |
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