JP4904752B2 - 高分子化合物およびそれを用いた高分子発光素子 - Google Patents
高分子化合物およびそれを用いた高分子発光素子 Download PDFInfo
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- JP4904752B2 JP4904752B2 JP2005271554A JP2005271554A JP4904752B2 JP 4904752 B2 JP4904752 B2 JP 4904752B2 JP 2005271554 A JP2005271554 A JP 2005271554A JP 2005271554 A JP2005271554 A JP 2005271554A JP 4904752 B2 JP4904752 B2 JP 4904752B2
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- aryl
- substituted
- alkyl
- independently
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 149
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- 239000000463 material Substances 0.000 claims abstract description 108
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 37
- 239000012044 organic layer Substances 0.000 claims abstract description 17
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 claims abstract description 8
- 125000005329 tetralinyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims abstract description 8
- 239000010410 layer Substances 0.000 claims description 177
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 69
- 125000000623 heterocyclic group Chemical group 0.000 claims description 68
- 125000003277 amino group Chemical group 0.000 claims description 63
- 125000003118 aryl group Chemical group 0.000 claims description 57
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 57
- 125000000217 alkyl group Chemical group 0.000 claims description 56
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 56
- 125000005843 halogen group Chemical group 0.000 claims description 43
- 125000001424 substituent group Chemical group 0.000 claims description 37
- 125000004414 alkyl thio group Chemical group 0.000 claims description 35
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 35
- 239000002253 acid Substances 0.000 claims description 32
- 230000005525 hole transport Effects 0.000 claims description 32
- 125000003545 alkoxy group Chemical group 0.000 claims description 31
- 125000004104 aryloxy group Chemical group 0.000 claims description 30
- 125000004659 aryl alkyl thio group Chemical group 0.000 claims description 29
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 29
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 28
- 125000002252 acyl group Chemical group 0.000 claims description 28
- 125000004423 acyloxy group Chemical group 0.000 claims description 28
- 125000003368 amide group Chemical group 0.000 claims description 28
- 125000005110 aryl thio group Chemical group 0.000 claims description 28
- 125000005462 imide group Chemical group 0.000 claims description 28
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 27
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- 125000005015 aryl alkynyl group Chemical group 0.000 claims description 25
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 21
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- 125000005228 aryl sulfonate group Chemical group 0.000 claims description 15
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- 239000002994 raw material Substances 0.000 claims description 5
- 229910005965 SO 2 Inorganic materials 0.000 claims description 4
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- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 4
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- 125000000304 alkynyl group Chemical group 0.000 claims description 2
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- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical group OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 18
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- 150000004982 aromatic amines Chemical class 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- 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 7
- 238000005160 1H NMR spectroscopy Methods 0.000 description 7
- 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 7
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000011669 selenium Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- 229910052786 argon Inorganic materials 0.000 description 6
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- 125000004122 cyclic group Chemical group 0.000 description 6
- 230000005284 excitation Effects 0.000 description 6
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- 238000000746 purification Methods 0.000 description 6
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- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 5
- 125000003282 alkyl amino group Chemical group 0.000 description 5
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- 238000003756 stirring Methods 0.000 description 5
- 125000001544 thienyl group Chemical group 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
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- 238000006069 Suzuki reaction reaction Methods 0.000 description 4
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- 229910001873 dinitrogen Inorganic materials 0.000 description 4
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- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 4
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- Inks, Pencil-Leads, Or Crayons (AREA)
- Electroluminescent Light Sources (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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| JP2008208289A (ja) * | 2007-02-28 | 2008-09-11 | Sumitomo Chemical Co Ltd | 芳香族重合体およびそれを用いた有機光電変換素子 |
| DE102009034194A1 (de) * | 2009-07-22 | 2011-01-27 | Merck Patent Gmbh | Materialien für elektronische Vorrichtungen |
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