JP2017218442A - 多環化合物及び多環化合物を含む有機電界発光素子 - Google Patents
多環化合物及び多環化合物を含む有機電界発光素子 Download PDFInfo
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- -1 Polycyclic compound Chemical class 0.000 title claims abstract description 165
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- 239000000126 substance Substances 0.000 claims description 184
- 125000004432 carbon atom Chemical group C* 0.000 claims description 67
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 53
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- 230000005525 hole transport Effects 0.000 claims description 41
- 125000000217 alkyl group Chemical group 0.000 claims description 33
- 125000003118 aryl group Chemical group 0.000 claims description 33
- 125000001424 substituent group Chemical group 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 125000005843 halogen group Chemical group 0.000 claims description 17
- 125000001072 heteroaryl group Chemical group 0.000 claims description 14
- 125000000623 heterocyclic group Chemical group 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
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- 125000001769 aryl amino group Chemical group 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
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- RJQUGSCGBGIJDX-UHFFFAOYSA-N ctk0e4682 Chemical compound C1=CC=CC=C1C1=CC=C(C=2C=C3C4(C5=CC(=CC=C5C3=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C2=CC(=CC=C2C2=CC=C(C=C24)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 RJQUGSCGBGIJDX-UHFFFAOYSA-N 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 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 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000005509 dibenzothiophenyl group Chemical group 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- UCLOAJGCFQIQQW-UHFFFAOYSA-N diphenylboron Chemical group C=1C=CC=CC=1[B]C1=CC=CC=C1 UCLOAJGCFQIQQW-UHFFFAOYSA-N 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 230000005281 excited state Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005283 ground state Effects 0.000 description 1
- 238000010438 heat treatment Methods 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
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 238000007641 inkjet printing Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 150000002602 lanthanoids Chemical group 0.000 description 1
- 238000007648 laser printing Methods 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Inorganic materials [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 1
- IMKMFBIYHXBKRX-UHFFFAOYSA-M lithium;quinoline-2-carboxylate Chemical compound [Li+].C1=CC=CC2=NC(C(=O)[O-])=CC=C21 IMKMFBIYHXBKRX-UHFFFAOYSA-M 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- VMFMUJZRXZXYAH-UHFFFAOYSA-N n-[5-[[5-chloro-4-[2-[2-(dimethylamino)-2-oxoacetyl]anilino]pyrimidin-2-yl]amino]-4-methoxy-2-(4-methylpiperazin-1-yl)phenyl]prop-2-enamide Chemical compound C=CC(=O)NC=1C=C(NC=2N=C(NC=3C(=CC=CC=3)C(=O)C(=O)N(C)C)C(Cl)=CN=2)C(OC)=CC=1N1CCN(C)CC1 VMFMUJZRXZXYAH-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 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 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 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 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000005184 naphthylamino group Chemical group C1(=CC=CC2=CC=CC=C12)N* 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 235000012736 patent blue V Nutrition 0.000 description 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 description 1
- XPPWLXNXHSNMKC-UHFFFAOYSA-N phenylboron Chemical group [B]C1=CC=CC=C1 XPPWLXNXHSNMKC-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
- 229920001643 poly(ether ketone) Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- WSANLGASBHUYGD-UHFFFAOYSA-N sulfidophosphanium Chemical group S=[PH3] WSANLGASBHUYGD-UHFFFAOYSA-N 0.000 description 1
- JLBRGNFGBDNNSF-UHFFFAOYSA-N tert-butyl(dimethyl)borane Chemical group CB(C)C(C)(C)C JLBRGNFGBDNNSF-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical group CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 1
- WXRGABKACDFXMG-UHFFFAOYSA-N trimethylborane Chemical group CB(C)C WXRGABKACDFXMG-UHFFFAOYSA-N 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
- MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical group C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- 229910021642 ultra pure water Inorganic materials 0.000 description 1
- 239000012498 ultrapure water Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 150000007964 xanthones Chemical class 0.000 description 1
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Abstract
Description
EL1 第1の電極
HTR 正孔輸送領域
EML 発光層
ETR 電子輸送領域
EL2 第2の電極
Claims (20)
- 下記の化学式(1)で表される多環化合物。
Cy1は、カルボニル基を含む5員環又は6員環の置換若しくは無置換の炭化水素環又は置換若しくは無置換のヘテロ環であり、
R1〜R4は、各々独立に水素原子又は下記の化学式(2)又は(3)で表される置換基であり、
Lは、直接結合又は置換若しくは無置換の環形成炭素数6以上30以下のアリーレン基であり、
R5〜R14は、各々独立に水素原子、重水素原子、ハロゲン原子、置換若しくは無置換のシリル基、置換若しくは無置換のアリールアミノ基、置換若しくは無置換の炭素数1以上15以下のアルキル基、置換若しくは無置換の環形成炭素数6以上30以下のアリール基又は置換若しくは無置換の環形成炭素数2以上30以下のヘテロアリール基であり、
Xは、直接結合、CR15R16、SiR17R18、GeR19R20、NR21、O又はSであり、
R15〜R21は、各々独立に置換又は無置換の環形成炭素数6以上12以下のアリール基であり、隣接する基と互いに結合して環を形成することができる。 - R2及びR3の中で1つは、前記化学式(2)又は(3)で表される置換基であり、
R2及びR3の中で残り1つ、R1及びR4は、水素原子である請求項1に記載の多環化合物。 - Lが直接結合である請求項1に記載の多環化合物。
- 前記化学式(3)は、下記の化学式(3−1)乃至(3−4)のうちいずれか一つである請求項1に記載の多環化合物。
Lは、直接結合又は置換若しくは無置換の環形成炭素数6以上30以下のアリーレン基であり、
R5〜R14は、各々独立に水素原子、重水素原子、ハロゲン原子、置換若しくは無置換のシリル基、置換若しくは無置換のアリールアミノ基、置換若しくは無置換の炭素数1以上15以下のアルキル基、置換若しくは無置換の環形成炭素数6以上30以下のアリール基又は置換若しくは無置換の環形成炭素数2以上30以下のヘテロアリール基であり、
R15〜R18及びR21は、各々独立に置換又は無置換の環形成炭素数6以上12以下のアリール基である。 - 前記化学式(3)は、下記の化学式(3−5)〜(3−11)のうちいずれか1つでである請求項1に記載の多環化合物。
G1及びG2は、各々独立に水素原子、重水素原子、ハロゲン原子、置換若しくは無置換のシリル基、置換若しくは無置換のアリールアミノ基、置換若しくは無置換の炭素数1以上15以下のアルキル基、置換若しくは無置換の環形成炭素数6以上30以下のアリール基又は置換若しくは無置換の環形成炭素数2以上30以下のヘテロアリール基であり、
p及びqは、各々独立に0以上4以下の整数であり、
Lは、直接結合又は置換若しくは無置換の環形成炭素数6以上30以下のアリーレン基である。 - R5〜R14は、各々独立に水素原子、ハロゲン原子、トリアルキルシリル基、ジフェニルアミノ基、メチル基、フェニル基又はカルバゾリル基である請求項1に記載の多環化合物。
- 第1の電極、
前記第1の電極上に設けられた正孔輸送領域、
前記正孔輸送領域上に設けられた発光層、
前記発光層上に設けられた電子輸送領域、および
前記電子輸送領域上に設けられた第2の電極を含み、
前記発光層は、下記化学式(1)で表される多環化合物を含む有機電界発光素子。
Cy1は、カルボニル基を含む5員環または6員環の置換若しくは無置換の炭化水素環または置換若しくは非置換されたヘテロ環であり、
R1〜R4は、それぞれ独立に、水素または下記化学式(2)または(3)で表される置換基であり、
Lは直接結合または置換若しくは無置換の環形成炭素数6以上30以下のアリール基であり、
R5〜R14は、それぞれ独立に、水素原子、重水素原子、ハロゲン原子、置換若しくは無置換のシリル基、置換若しくは無置換のアリールアミノ基、置換若しくは無置換の炭素数1以上15以下のアルキル基、置換若しくは無置換の環形成炭素数6以上30以下のアリール基または置換若しくは無置換の環形成炭素数2以上30以下のヘテロアリール基であり、
Xは、直接結合、CR15R16、SiR17R18、GeR19R20、NR21、OまたはSであり、
R15〜R21はそれぞれ独立に置換または無置換の環形成炭素数6以上12以下のアリール基である。 - 前記化学式(1)で表される多環化合物は、一重項エネルギー準位と三重項エネルギー準位との差の絶対値が0.2eV以下である請求項14に記載の有機電界発光素子。
- 前記化学式(1)で表される多環化合物は、熱活性遅延蛍光発光用材料である請求項14に記載の有機電界発光素子。
- 前記化学式(1)で表される多環化合物は、下記化学式(1−3)〜(1−8)のうちいずれか一つで表される請求項14に記載の有機電界発光素子。
YはOまたはNR22であり、
R22は、水素原子、置換若しくは無置換の炭素数1以上15以下のアルキル基または置換若しくは無置換の環形成炭素数6以上30以下のアリール基であり、
Ra〜Rcはそれぞれ独立に、水素または置換若しくは無置換の炭素数1以上15以下のアルキル基であり、
前記化学式(1−7)で、
ZはOまたはNR23であり、
R23は、水素原子、置換若しくは無置換の炭素数1以上15以下のアルキル基または置換若しくは無置換の環形成炭素数6以上30以下のアリール基であり、
前記化学式(1−3)〜(1−8)で、
R1〜R4は、各々独立に水素原子又は前記化学式(2)又は(3)で表される置換基である。 - R2およびR3のうち一つは、前記化学式(2)または(3)で表される置換基であり、
R2およびR3のうち残り一つ、R1およびR4は、水素原子である請求項14に記載の有機電界発光素子。 - Lが直接結合である請求項14に記載の有機電界発光素子。
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Citations (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04225364A (ja) * | 1990-12-26 | 1992-08-14 | Mitsui Toatsu Chem Inc | 感光体 |
JPH04300991A (ja) * | 1991-03-29 | 1992-10-23 | Mitsui Toatsu Chem Inc | 有機エレクトロルミネッセンス素子 |
JPH1097894A (ja) * | 1996-07-30 | 1998-04-14 | Mitsui Petrochem Ind Ltd | 有機電界発光素子 |
JP2001131152A (ja) * | 1999-11-02 | 2001-05-15 | Toppan Printing Co Ltd | キノロン誘導体ならびにそれを使用した有機el素子 |
JP2002363208A (ja) * | 2001-06-07 | 2002-12-18 | Fuji Photo Film Co Ltd | 光重合性組成物及びそれを用いた記録材料 |
JP2002363207A (ja) * | 2001-06-07 | 2002-12-18 | Fuji Photo Film Co Ltd | 光重合性組成物及びそれを用いた記録材料 |
WO2005005408A1 (ja) * | 2003-07-11 | 2005-01-20 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | アミン化合物とその用途 |
JP2005139390A (ja) * | 2003-11-10 | 2005-06-02 | Sony Corp | 含クマリン発光性有機材料及び有機el素子 |
US20060024525A1 (en) * | 2004-07-29 | 2006-02-02 | Hye-In Jeong | Organic electroluminescent device |
US20060063034A1 (en) * | 2004-09-22 | 2006-03-23 | Ritdisplay Corporation | Organic electroluminescent material and organic electroluminescent device by using the same |
JP2006219623A (ja) * | 2005-02-14 | 2006-08-24 | Toyo Ink Mfg Co Ltd | 蛍光材料 |
US20070123690A1 (en) * | 2003-11-26 | 2007-05-31 | Merck Patent Gmbh | Conjugated polymers, representation thereof, and use of the same |
JP2007206600A (ja) * | 2006-02-06 | 2007-08-16 | Konica Minolta Medical & Graphic Inc | 感光性平版印刷版材料及びその製版方法 |
JP2008214328A (ja) * | 2007-03-06 | 2008-09-18 | Tokyo Kasei Kogyo Kk | 新規クマリン誘導体 |
US20090098397A1 (en) * | 2007-10-15 | 2009-04-16 | Myeong-Suk Kim | Indene derivative compound and organic light emitting device comprising the same |
JP2010135177A (ja) * | 2008-12-04 | 2010-06-17 | Sony Corp | 色変換膜、色変換基板、色変換フィルタ基板、および有機電界発光素子、並びに色変換フィルタ基板の製造方法 |
JP2010156881A (ja) * | 2008-12-29 | 2010-07-15 | Fujifilm Corp | 感光性組成物、着色感光性組成物、カラーフィルタ、および液晶表示装置 |
WO2010091747A1 (de) * | 2009-02-16 | 2010-08-19 | Henkel Ag & Co. Kgaa | Verfahren zur durchführung von oxidationsreaktionen mit hilfe eines induktiv erwärmten heizmediums |
JP2011032241A (ja) * | 2009-08-04 | 2011-02-17 | National Institute Of Advanced Industrial Science & Technology | 芳香族置換脂肪族ケトン化合物の製造方法 |
JP2011060830A (ja) * | 2009-09-07 | 2011-03-24 | Japan Advanced Institute Of Science & Technology Hokuriku | 光照射によって誘電率が変化する膜およびそれを用いた電子デバイス |
CN102102015A (zh) * | 2009-12-21 | 2011-06-22 | 中国科学院理化技术研究所 | 香豆素衍生物类有机电致发光材料及其制备方法和应用 |
JP2012094222A (ja) * | 2010-10-28 | 2012-05-17 | Fujifilm Corp | 同時2光子吸収記録材料 |
JP2013100318A (ja) * | 2005-11-14 | 2013-05-23 | Purdue Research Foundation | N置換インデノイソキノリン及びその合成 |
CN103374234A (zh) * | 2012-04-11 | 2013-10-30 | 中国科学院理化技术研究所 | 一类基于香豆素的近红外的荧光染料及其制备方法与应用 |
CN103497541A (zh) * | 2013-10-23 | 2014-01-08 | 邢柯君 | 一种复合染色剂及其制备方法 |
WO2015002213A1 (ja) * | 2013-07-03 | 2015-01-08 | 国立大学法人九州大学 | 発光材料、遅延蛍光体、有機発光素子および化合物 |
CN104311543A (zh) * | 2014-09-25 | 2015-01-28 | 浙江工业大学 | 一种含香豆素的三芳胺类染料敏化剂的合成及应用 |
WO2015119436A1 (ko) * | 2014-02-05 | 2015-08-13 | 주식회사 엘지화학 | 플러렌 유도체, 이를 이용한 유기 태양 전지 및 이의 제조 방법 |
WO2015121239A1 (de) * | 2014-02-14 | 2015-08-20 | Hartmut Yersin | Organische moleküle mit kleinen triplett-singulett-energieabständen für eine effektive verzögerte fluoreszenz zur anwendung in opto-elektronischen vorrichtungen |
WO2016042070A1 (de) * | 2014-09-17 | 2016-03-24 | Cynora Gmbh | Organische moleküle zur verwendung als emitter |
WO2016045765A1 (de) * | 2014-09-24 | 2016-03-31 | Merck Patent Gmbh | Materialien für organische elektrolumineszenzvorrichtungen |
WO2016046034A1 (en) * | 2014-09-22 | 2016-03-31 | Basf Se | Fluorescent organic light emitting elements having high efficiency |
CN105503766A (zh) * | 2015-12-18 | 2016-04-20 | 昆山国显光电有限公司 | 一种热活化延迟荧光材料及有机电致发光器件 |
JP2016210913A (ja) * | 2015-05-11 | 2016-12-15 | 国立大学法人九州大学 | 発光材料、有機発光素子および化合物 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5157442B2 (ja) | 2005-04-18 | 2013-03-06 | コニカミノルタホールディングス株式会社 | 有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
US20100295444A1 (en) | 2009-05-22 | 2010-11-25 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device |
JP5618753B2 (ja) | 2010-04-26 | 2014-11-05 | キヤノン株式会社 | 有機発光素子 |
KR20140106631A (ko) | 2011-12-02 | 2014-09-03 | 고쿠리쓰다이가쿠호진 규슈다이가쿠 | 유기 발광 소자 그리고 그것에 사용하는 지연 형광 재료 및 화합물 |
KR102195601B1 (ko) | 2013-09-09 | 2020-12-30 | 엘지디스플레이 주식회사 | 정공 주입 특성을 구비한 유기 화합물 및 그를 이용한 유기 발광 소자와 디스플레이 장치 |
CN103740359B (zh) | 2013-12-27 | 2015-05-20 | 深圳市华星光电技术有限公司 | 热激活延迟荧光材料、其合成方法及使用该热激活延迟荧光材料的oled器件 |
-
2016
- 2016-06-02 KR KR1020160068876A patent/KR102545509B1/ko active IP Right Grant
- 2016-07-08 JP JP2016135891A patent/JP2017218442A/ja active Pending
-
2017
- 2017-03-30 US US15/474,030 patent/US10714693B2/en active Active
Patent Citations (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04225364A (ja) * | 1990-12-26 | 1992-08-14 | Mitsui Toatsu Chem Inc | 感光体 |
JPH04300991A (ja) * | 1991-03-29 | 1992-10-23 | Mitsui Toatsu Chem Inc | 有機エレクトロルミネッセンス素子 |
JPH1097894A (ja) * | 1996-07-30 | 1998-04-14 | Mitsui Petrochem Ind Ltd | 有機電界発光素子 |
JP2001131152A (ja) * | 1999-11-02 | 2001-05-15 | Toppan Printing Co Ltd | キノロン誘導体ならびにそれを使用した有機el素子 |
JP2002363208A (ja) * | 2001-06-07 | 2002-12-18 | Fuji Photo Film Co Ltd | 光重合性組成物及びそれを用いた記録材料 |
JP2002363207A (ja) * | 2001-06-07 | 2002-12-18 | Fuji Photo Film Co Ltd | 光重合性組成物及びそれを用いた記録材料 |
WO2005005408A1 (ja) * | 2003-07-11 | 2005-01-20 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | アミン化合物とその用途 |
JP2005139390A (ja) * | 2003-11-10 | 2005-06-02 | Sony Corp | 含クマリン発光性有機材料及び有機el素子 |
US20070123690A1 (en) * | 2003-11-26 | 2007-05-31 | Merck Patent Gmbh | Conjugated polymers, representation thereof, and use of the same |
US20060024525A1 (en) * | 2004-07-29 | 2006-02-02 | Hye-In Jeong | Organic electroluminescent device |
US20060063034A1 (en) * | 2004-09-22 | 2006-03-23 | Ritdisplay Corporation | Organic electroluminescent material and organic electroluminescent device by using the same |
JP2006219623A (ja) * | 2005-02-14 | 2006-08-24 | Toyo Ink Mfg Co Ltd | 蛍光材料 |
JP2013100318A (ja) * | 2005-11-14 | 2013-05-23 | Purdue Research Foundation | N置換インデノイソキノリン及びその合成 |
JP2007206600A (ja) * | 2006-02-06 | 2007-08-16 | Konica Minolta Medical & Graphic Inc | 感光性平版印刷版材料及びその製版方法 |
JP2008214328A (ja) * | 2007-03-06 | 2008-09-18 | Tokyo Kasei Kogyo Kk | 新規クマリン誘導体 |
US20090098397A1 (en) * | 2007-10-15 | 2009-04-16 | Myeong-Suk Kim | Indene derivative compound and organic light emitting device comprising the same |
JP2010135177A (ja) * | 2008-12-04 | 2010-06-17 | Sony Corp | 色変換膜、色変換基板、色変換フィルタ基板、および有機電界発光素子、並びに色変換フィルタ基板の製造方法 |
JP2010156881A (ja) * | 2008-12-29 | 2010-07-15 | Fujifilm Corp | 感光性組成物、着色感光性組成物、カラーフィルタ、および液晶表示装置 |
WO2010091747A1 (de) * | 2009-02-16 | 2010-08-19 | Henkel Ag & Co. Kgaa | Verfahren zur durchführung von oxidationsreaktionen mit hilfe eines induktiv erwärmten heizmediums |
JP2011032241A (ja) * | 2009-08-04 | 2011-02-17 | National Institute Of Advanced Industrial Science & Technology | 芳香族置換脂肪族ケトン化合物の製造方法 |
JP2011060830A (ja) * | 2009-09-07 | 2011-03-24 | Japan Advanced Institute Of Science & Technology Hokuriku | 光照射によって誘電率が変化する膜およびそれを用いた電子デバイス |
CN102102015A (zh) * | 2009-12-21 | 2011-06-22 | 中国科学院理化技术研究所 | 香豆素衍生物类有机电致发光材料及其制备方法和应用 |
JP2012094222A (ja) * | 2010-10-28 | 2012-05-17 | Fujifilm Corp | 同時2光子吸収記録材料 |
CN103374234A (zh) * | 2012-04-11 | 2013-10-30 | 中国科学院理化技术研究所 | 一类基于香豆素的近红外的荧光染料及其制备方法与应用 |
WO2015002213A1 (ja) * | 2013-07-03 | 2015-01-08 | 国立大学法人九州大学 | 発光材料、遅延蛍光体、有機発光素子および化合物 |
CN103497541A (zh) * | 2013-10-23 | 2014-01-08 | 邢柯君 | 一种复合染色剂及其制备方法 |
WO2015119436A1 (ko) * | 2014-02-05 | 2015-08-13 | 주식회사 엘지화학 | 플러렌 유도체, 이를 이용한 유기 태양 전지 및 이의 제조 방법 |
WO2015121239A1 (de) * | 2014-02-14 | 2015-08-20 | Hartmut Yersin | Organische moleküle mit kleinen triplett-singulett-energieabständen für eine effektive verzögerte fluoreszenz zur anwendung in opto-elektronischen vorrichtungen |
WO2016042070A1 (de) * | 2014-09-17 | 2016-03-24 | Cynora Gmbh | Organische moleküle zur verwendung als emitter |
WO2016046034A1 (en) * | 2014-09-22 | 2016-03-31 | Basf Se | Fluorescent organic light emitting elements having high efficiency |
WO2016045765A1 (de) * | 2014-09-24 | 2016-03-31 | Merck Patent Gmbh | Materialien für organische elektrolumineszenzvorrichtungen |
CN104311543A (zh) * | 2014-09-25 | 2015-01-28 | 浙江工业大学 | 一种含香豆素的三芳胺类染料敏化剂的合成及应用 |
JP2016210913A (ja) * | 2015-05-11 | 2016-12-15 | 国立大学法人九州大学 | 発光材料、有機発光素子および化合物 |
CN105503766A (zh) * | 2015-12-18 | 2016-04-20 | 昆山国显光电有限公司 | 一种热活化延迟荧光材料及有机电致发光器件 |
Non-Patent Citations (6)
Title |
---|
GOMEZ, TERESA; MORENO, DANIEL; DIAZ DE GRENU, BORJA; FERNANDEZ, A. CRISTINA; RODRIGUEZ, TERESA; ROJO: "Turn-On Fluorogenic Probes for the Selective and Quantitative Detection of the Cyanide Anion from Na", CHEMISTRY - AN ASIAN JOURNAL, vol. 8(6), JPN6020005580, 2013, pages 1271 - 1278, ISSN: 0004514456 * |
LIU, WEI; CHEN, JIA-XIONG; ZHENG, CAI-JUN; WANG, KAI; CHEN, DONG-YANG; LI, FAN; DONG, YU-PING; LEE,: "Novel Strategy to Develop Exciplex Emitters for High-Performance OLEDs by Employing Thermally Activa", ADVANCED FUNCTIONAL MATERIALS, vol. 26(12), JPN6020005579, 2016, pages 2002 - 2008, ISSN: 0004213198 * |
NOVAK, PETR; CORREA, ARKAITZ; GALLARDO-DONAIRE, JOAN; MARTIN, RUBEN: "Synergistic Palladium-Catalyzed C(sp3)-H Activation/C(sp3)-O Bond Formation: A Direct, Step-Economic", ANGEWANDTE CHEMIE, INTERNATIONAL EDITION, vol. 50(51), JPN6020005586, 2011, pages 12239 - 12236, ISSN: 0004213199 * |
VOSS, JUERGEN; KUPCZIK, GABRIELE; STAHNCKE, HEIDI: "EPR studies on carboxylic esters. Part 20. EPR spectra and spin densities in radical anions of isoco", JOURNAL OF CHEMICAL RESEARCH, vol. (5), JPN6020005587, 2009, pages 283 - 286, ISSN: 0004514458 * |
ZHAO, JIE; ZHAO, YUFEN; FU, HUA: "K2CO3-Catalyzed Synthesis of Chromones and 4-Quinolones through the Cleavage of Aromatic C-O Bonds", ORGANIC LETTERS, vol. 14(11), JPN6020005588, 2012, pages 2710 - 2713, ISSN: 0004514459 * |
ZHU, TIANHAO; HE, GUANGKE; CHANG, JIN; ZHAO, DONGDONG; ZHU, XIAOLIN; ZHU, HONGJUN: "The synthesis, photophysical and electrochemical properties of a series of novel 3,8,13-substituted", DYES AND PIGMENTS, vol. 95(3), JPN6020005582, 2012, pages 679 - 688, ISSN: 0004514457 * |
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US20170352817A1 (en) | 2017-12-07 |
KR102545509B1 (ko) | 2023-06-21 |
KR20170137262A (ko) | 2017-12-13 |
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