JP5849255B2 - 円偏光発光性希土類錯体 - Google Patents
円偏光発光性希土類錯体 Download PDFInfo
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- JP5849255B2 JP5849255B2 JP2011269916A JP2011269916A JP5849255B2 JP 5849255 B2 JP5849255 B2 JP 5849255B2 JP 2011269916 A JP2011269916 A JP 2011269916A JP 2011269916 A JP2011269916 A JP 2011269916A JP 5849255 B2 JP5849255 B2 JP 5849255B2
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- rare earth
- polarized light
- circularly polarized
- earth complex
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- 229910052761 rare earth metal Inorganic materials 0.000 title claims description 157
- 150000002910 rare earth metals Chemical class 0.000 title claims description 133
- 239000002904 solvent Substances 0.000 claims description 50
- 150000002576 ketones Chemical class 0.000 claims description 17
- 230000003287 optical effect Effects 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 9
- 239000000463 material Substances 0.000 claims description 8
- 238000001556 precipitation Methods 0.000 claims description 4
- 229910052779 Neodymium Inorganic materials 0.000 claims description 2
- 229910052772 Samarium Inorganic materials 0.000 claims description 2
- 229910052771 Terbium Inorganic materials 0.000 claims description 2
- 229910052769 Ytterbium Inorganic materials 0.000 claims description 2
- 150000003997 cyclic ketones Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229910052693 Europium Inorganic materials 0.000 claims 1
- 125000002560 nitrile group Chemical group 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 60
- 239000000243 solution Substances 0.000 description 55
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 38
- 239000003446 ligand Substances 0.000 description 36
- 239000013078 crystal Substances 0.000 description 28
- -1 rare earth ions Chemical class 0.000 description 25
- VURFVHCLMJOLKN-UHFFFAOYSA-N diphosphane Chemical compound PP VURFVHCLMJOLKN-UHFFFAOYSA-N 0.000 description 22
- 125000004432 carbon atom Chemical group C* 0.000 description 21
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical class CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 19
- 125000004430 oxygen atom Chemical group O* 0.000 description 19
- 238000001228 spectrum Methods 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 12
- 238000000295 emission spectrum Methods 0.000 description 11
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- 125000004093 cyano group Chemical group *C#N 0.000 description 10
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- 125000005843 halogen group Chemical group 0.000 description 10
- 125000000623 heterocyclic group Chemical group 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 10
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 10
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- 239000007787 solid Substances 0.000 description 7
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- 235000002597 Solanum melongena Nutrition 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
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- 229910052799 carbon Inorganic materials 0.000 description 3
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- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 3
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
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- 239000004793 Polystyrene Substances 0.000 description 2
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- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
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- 235000001671 coumarin Nutrition 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
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- 150000002894 organic compounds Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
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- 150000000183 1,3-benzoxazoles Chemical class 0.000 description 1
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 description 1
- SEZSRPYCOMAEDL-UHFFFAOYSA-N 2-diphenylphosphoryl-1-(2-diphenylphosphorylnaphthalen-1-yl)naphthalene Chemical compound C=1C=CC=CC=1P(C=1C(=C2C=CC=CC2=CC=1)C=1C2=CC=CC=C2C=CC=1P(=O)(C=1C=CC=CC=1)C=1C=CC=CC=1)(=O)C1=CC=CC=C1 SEZSRPYCOMAEDL-UHFFFAOYSA-N 0.000 description 1
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- HQQTZCPKNZVLFF-UHFFFAOYSA-N 4h-1,2-benzoxazin-3-one Chemical class C1=CC=C2ONC(=O)CC2=C1 HQQTZCPKNZVLFF-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920000557 Nafion® Polymers 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
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- 239000004698 Polyethylene Substances 0.000 description 1
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- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
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- 150000001217 Terbium Chemical class 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 1
- WEVYAHXRMPXWCK-FIBGUPNXSA-N acetonitrile-d3 Chemical class [2H]C([2H])([2H])C#N WEVYAHXRMPXWCK-FIBGUPNXSA-N 0.000 description 1
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
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- 238000011161 development Methods 0.000 description 1
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- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
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- 238000005562 fading Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000001046 green dye Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
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- 239000000976 ink Substances 0.000 description 1
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- DHAITNWJDOSRBU-IBHWKQIPSA-N naltalimide Chemical compound N1([C@@H]2CC3=CC=C(C=4O[C@@H]5[C@](C3=4)([C@]2(CC[C@H]5N2C(C3=CC=CC=C3C2=O)=O)O)CC1)O)CC1CC1 DHAITNWJDOSRBU-IBHWKQIPSA-N 0.000 description 1
- 229950007683 naltalimide Drugs 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
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- 239000002243 precursor Substances 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
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- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
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- 238000012360 testing method Methods 0.000 description 1
- FRNOGLGSGLTDKL-UHFFFAOYSA-N thulium atom Chemical class [Tm] FRNOGLGSGLTDKL-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Optical Modulation, Optical Deflection, Nonlinear Optics, Optical Demodulation, Optical Logic Elements (AREA)
- Electroluminescent Light Sources (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011269916A JP5849255B2 (ja) | 2011-12-09 | 2011-12-09 | 円偏光発光性希土類錯体 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011269916A JP5849255B2 (ja) | 2011-12-09 | 2011-12-09 | 円偏光発光性希土類錯体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013121921A JP2013121921A (ja) | 2013-06-20 |
| JP2013121921A5 JP2013121921A5 (enrdf_load_stackoverflow) | 2014-12-04 |
| JP5849255B2 true JP5849255B2 (ja) | 2016-01-27 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011269916A Active JP5849255B2 (ja) | 2011-12-09 | 2011-12-09 | 円偏光発光性希土類錯体 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP5849255B2 (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107081174A (zh) * | 2017-04-25 | 2017-08-22 | 昆明理工大学 | 一种针状铜基催化剂的制备方法 |
| US11802208B2 (en) | 2017-07-28 | 2023-10-31 | Nippon Kayaku Kabushiki Kaisha | Stilbene-based compound or salt thereof, and polarizing film, polarizing plate, and display device |
| US12292589B2 (en) | 2019-07-12 | 2025-05-06 | Nippon Kayaku Kabushiki Kaisha | Polarized light-emitting film containing water-soluble coumarin compound or salt thereof, polarized light-emitting plate, and display device |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015119268A1 (ja) * | 2014-02-10 | 2015-08-13 | 国立大学法人北海道大学 | 配位子、高分子錯体及びその製造方法 |
| JPWO2018047951A1 (ja) * | 2016-09-09 | 2019-07-25 | 国立大学法人北海道大学 | 発光材料、インク、及び発光デバイス |
| JP7147596B2 (ja) * | 2019-01-29 | 2022-10-05 | 大日本印刷株式会社 | インキ組成物、印刷物、及び、真贋判定方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3579744B2 (ja) * | 2002-03-08 | 2004-10-20 | 関西ティー・エル・オー株式会社 | ジアステレオマー構造配位子を有する錯体及びそれを用いた光学機能材料 |
| JP5371009B2 (ja) * | 2007-03-09 | 2013-12-18 | 国立大学法人 奈良先端科学技術大学院大学 | 希土類錯体およびその利用 |
| JP5272343B2 (ja) * | 2007-07-17 | 2013-08-28 | 三菱化学株式会社 | 新規希土類錯体、希土類錯体蛍光体並びに該蛍光体を用いた蛍光体含有組成物、積層体、色変換フィルム、発光装置、照明装置及び画像表示装置 |
| WO2010032395A1 (ja) * | 2008-09-19 | 2010-03-25 | 国立大学法人奈良先端科学技術大学院大学 | 希土類錯体ナノ結晶およびその利用 |
-
2011
- 2011-12-09 JP JP2011269916A patent/JP5849255B2/ja active Active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107081174A (zh) * | 2017-04-25 | 2017-08-22 | 昆明理工大学 | 一种针状铜基催化剂的制备方法 |
| CN107081174B (zh) * | 2017-04-25 | 2019-09-27 | 昆明理工大学 | 一种针状铜基催化剂的制备方法 |
| US11802208B2 (en) | 2017-07-28 | 2023-10-31 | Nippon Kayaku Kabushiki Kaisha | Stilbene-based compound or salt thereof, and polarizing film, polarizing plate, and display device |
| US12292589B2 (en) | 2019-07-12 | 2025-05-06 | Nippon Kayaku Kabushiki Kaisha | Polarized light-emitting film containing water-soluble coumarin compound or salt thereof, polarized light-emitting plate, and display device |
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