JP2006524281A5 - - Google Patents
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- Publication number
- JP2006524281A5 JP2006524281A5 JP2006505506A JP2006505506A JP2006524281A5 JP 2006524281 A5 JP2006524281 A5 JP 2006524281A5 JP 2006505506 A JP2006505506 A JP 2006505506A JP 2006505506 A JP2006505506 A JP 2006505506A JP 2006524281 A5 JP2006524281 A5 JP 2006524281A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- alkyl
- substituted
- phenyl
- alkoxy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims 29
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 19
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims 16
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 150000002431 hydrogen Chemical class 0.000 claims 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 229910052794 bromium Chemical group 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 239000000460 chlorine Chemical group 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 4
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 239000011737 fluorine Substances 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- 125000003172 aldehyde group Chemical group 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 125000004185 ester group Chemical group 0.000 claims 3
- 125000000262 haloalkenyl group Chemical group 0.000 claims 3
- 125000001188 haloalkyl group Chemical group 0.000 claims 3
- 125000000232 haloalkynyl group Chemical group 0.000 claims 3
- 239000011368 organic material Substances 0.000 claims 3
- 125000005401 siloxanyl group Chemical group 0.000 claims 3
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 2
- ACJSMQZKXAMMRA-UHFFFAOYSA-N 1h-pyrrolo[3,2-b]pyrrol-5-one Chemical compound N1C=CC2=NC(=O)C=C21 ACJSMQZKXAMMRA-UHFFFAOYSA-N 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 238000000862 absorption spectrum Methods 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 238000002189 fluorescence spectrum Methods 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000000468 ketone group Chemical group 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 239000001301 oxygen Substances 0.000 claims 2
- 238000005424 photoluminescence Methods 0.000 claims 2
- 239000011593 sulfur Substances 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000005013 aryl ether group Chemical group 0.000 claims 1
- 150000004832 aryl thioethers Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 238000004040 coloring Methods 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims 1
- 239000000700 radioactive tracer Substances 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 0 *C(N(*)C(C1=C(*)N2*)=O)=C1C2=O Chemical compound *C(N(*)C(C1=C(*)N2*)=O)=C1C2=O 0.000 description 3
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03100972 | 2003-04-10 | ||
| EP03100972.3 | 2003-04-10 | ||
| PCT/EP2004/050403 WO2004090046A1 (en) | 2003-04-10 | 2004-04-01 | Fluorescent diketopyrrolopyrroles |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011146241A Division JP5523402B2 (ja) | 2003-04-10 | 2011-06-30 | 蛍光ジケトピロロピロール |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006524281A JP2006524281A (ja) | 2006-10-26 |
| JP2006524281A5 true JP2006524281A5 (enExample) | 2007-05-24 |
| JP5068528B2 JP5068528B2 (ja) | 2012-11-07 |
Family
ID=33155230
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006505506A Expired - Lifetime JP5068528B2 (ja) | 2003-04-10 | 2004-04-01 | 蛍光ジケトピロロピロール |
| JP2011146241A Expired - Lifetime JP5523402B2 (ja) | 2003-04-10 | 2011-06-30 | 蛍光ジケトピロロピロール |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011146241A Expired - Lifetime JP5523402B2 (ja) | 2003-04-10 | 2011-06-30 | 蛍光ジケトピロロピロール |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US7501076B2 (enExample) |
| EP (1) | EP1611207B1 (enExample) |
| JP (2) | JP5068528B2 (enExample) |
| KR (1) | KR101130094B1 (enExample) |
| CN (1) | CN1771298B (enExample) |
| MX (1) | MXPA05010866A (enExample) |
| TW (1) | TWI347970B (enExample) |
| WO (1) | WO2004090046A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3823512A1 (de) | 1988-07-12 | 1990-01-18 | Heraeus Schott Quarzschmelze | Bestrahlungseinheit |
| WO2005002288A1 (ja) * | 2003-03-14 | 2005-01-06 | Semiconductor Energy Laboratory Co., Ltd. | 共役分子及びそれを用いた電界発光素子、並びに電界発光素子を用いた電子機器 |
| EP1611207B1 (en) * | 2003-04-10 | 2016-02-03 | Basf Se | Fluorescent diketopyrrolopyrroles |
| GB2419738B (en) * | 2004-10-29 | 2009-11-11 | Hewlett Packard Development Co | Printing a light emitting element |
| CA2587781A1 (en) * | 2004-12-09 | 2006-06-15 | Ciba Specialty Chemicals Holding Inc. | Fluorescent diketopyrrolopyrroles |
| US20090302311A1 (en) * | 2006-06-30 | 2009-12-10 | Turbiez Mathieu G R | Diketopyrrolopyrrole polymers as organic semiconductors |
| CN101479272B (zh) * | 2006-06-30 | 2014-11-19 | 西巴控股有限公司 | 作为有机半导体的二酮基吡咯并吡咯聚合物 |
| JP5431340B2 (ja) * | 2007-10-09 | 2014-03-05 | ビーエーエスエフ ソシエタス・ヨーロピア | ピロロピロール誘導体、その製造及び使用 |
| CN102362314B (zh) * | 2009-03-23 | 2014-09-24 | 巴斯夫欧洲公司 | 用于有机半导体器件的二酮吡咯并吡咯聚合物 |
| BRPI1014578A2 (pt) | 2009-04-08 | 2015-08-25 | Basf Se | Composto, material, camada ou componente semicondutor orgânico, dispositivo, semicondutor, e, uso de um composto. |
| JP5629067B2 (ja) * | 2009-08-18 | 2014-11-19 | 富士フイルム株式会社 | 顔料微粒子分散体、これを用いたカラーフィルタ、及び顔料微粒子分散体の製造方法、並びに顔料誘導体化合物 |
| US8816334B2 (en) * | 2009-10-22 | 2014-08-26 | Agency For Science, Technology And Research | N-type materials and organic electronic devices |
| US8946376B2 (en) | 2010-09-29 | 2015-02-03 | Basf Se | Semiconductors based on diketopyrrolopyrroles |
| WO2012041849A1 (en) | 2010-09-29 | 2012-04-05 | Basf Se | Semiconductors based on diketopyrrolopyrroles |
| PL397479A1 (pl) * | 2011-12-21 | 2013-06-24 | Instytut Chemii Organicznej Polskiej Akademii Nauk | Nowe, fluorescencyjne barwniki heterocykliczne i sposób ich otrzymywania |
| GB201200184D0 (en) * | 2012-01-06 | 2012-02-22 | Johnson Matthey Plc | Tracers and method of marking liquids |
| JP5890366B2 (ja) * | 2012-09-26 | 2016-03-22 | 富士フイルム株式会社 | 光電変換素子、撮像素子、光センサ |
| US9206180B2 (en) * | 2013-02-25 | 2015-12-08 | New York University | Superstructures of diketopyrrolopyrrole donors and perylenediimide acceptors formed by hydrogen-bonding and π•••π stacking |
| EP2818493A1 (en) | 2013-06-25 | 2014-12-31 | Basf Se | Near infrared absorbing polymers for electronic applications |
| JP6608364B2 (ja) | 2013-12-19 | 2019-11-20 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 色素化合物 |
| KR101704110B1 (ko) * | 2014-01-17 | 2017-02-07 | 주식회사 엘지화학 | 신규한 화합물 및 이를 포함하는 유기 태양 전지 |
| CN104447764A (zh) * | 2014-12-29 | 2015-03-25 | 华东理工大学 | 吡咯并吡咯二酮衍生物及其合成方法 |
| WO2017008880A1 (de) | 2015-07-10 | 2017-01-19 | Merck Patent Gmbh | Dithioalkylpyrrolopyrrole und ihre verwendung als farbstoffe |
| CN109897045B (zh) * | 2019-03-29 | 2021-04-27 | 华东理工大学 | 一种基于吡咯并吡咯二酮且具有固液双荧光的环状化合物及其制备方法与应用 |
| JP2022162560A (ja) * | 2021-01-26 | 2022-10-25 | 株式会社KOALA Tech | 有機固体レーザ、化合物およびその使用 |
| WO2024180566A1 (en) * | 2023-02-27 | 2024-09-06 | Council Of Scientific & Industrial Research | Polymerizable luminescent solvent-free organic liquids and the use thereof |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0061426B1 (de) * | 1981-03-20 | 1985-02-13 | Ciba-Geigy Ag | Verfahren zum Färben von hochmolekularem organischem Material und neue polycyclische Pigmente |
| US4585878A (en) * | 1983-06-29 | 1986-04-29 | Ciba-Geigy Corporation | N-substituted 1,4-diketopyrrolo-[3,4-c]-pyrroles |
| US4931566A (en) | 1987-07-31 | 1990-06-05 | Ciba-Geigy Corporation | Process for the preparation of pyrrolo[3,4-c]pyrroles |
| EP0426717B1 (de) * | 1988-07-29 | 1996-04-24 | Riedel-De Haen Aktiengesellschaft | Optische datenspeicher |
| EP0499011A1 (en) | 1991-02-12 | 1992-08-19 | Japat Ltd | Organic electroluminescent element |
| US5571359A (en) * | 1992-01-24 | 1996-11-05 | Revlon Consumer Products Corporation | Radiation curable pigmented compositions |
| DE4435211A1 (de) * | 1993-10-04 | 1995-04-27 | Ciba Geigy Ag | Substituierte Diketopyrrole und elektrochrome Stoffzusammensetzungen |
| DE59409351D1 (de) * | 1993-10-13 | 2000-06-21 | Ciba Sc Holding Ag | Pyrrolo[3,4-c]pyrrole |
| EP0690059B1 (de) * | 1994-06-29 | 1999-09-08 | Ciba SC Holding AG | Zwei neue Kristallmodifikationen eines Diketopyrrolopyrrolpigments |
| JP3704748B2 (ja) * | 1995-06-23 | 2005-10-12 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子用電子輸送材料およびそれを用いた有機エレクトロルミネッセンス素子 |
| US5969154A (en) * | 1996-12-10 | 1999-10-19 | Ciba Specialty Chemicals Corporation | Liquid crystalline diketopyrrolopyrroles |
| WO1998033862A1 (en) | 1997-02-03 | 1998-08-06 | Ciba Speciality Chemicals Holding Inc. | Fluorescent materials and their use |
| EP0968253B1 (en) * | 1997-02-03 | 2002-02-13 | Ciba SC Holding AG | Fluorescent host-guest-system |
| US6057449A (en) | 1998-06-02 | 2000-05-02 | Ciba Specialty Chemicals Corporation | Direct preparation of pyrrolo[3,4-c]pyrroles |
| TWI290164B (en) * | 1999-08-26 | 2007-11-21 | Ciba Sc Holding Ag | DPP-containing conjugated polymers and electroluminescent devices |
| EP1078970B1 (en) | 1999-08-26 | 2004-03-17 | Ciba SC Holding AG | DPP-containing conjugated polymers and electroluminescent devices |
| TW503255B (en) | 1999-09-27 | 2002-09-21 | Ciba Sc Holding Ag | Electroluminescent devices comprising diketopyrrolopyrroles |
| EP1329493A3 (en) | 1999-09-27 | 2007-05-23 | Ciba SC Holding AG | Electroluminescent devices comprising diketopyrrolopyrroles |
| EP1087005B1 (en) | 1999-09-27 | 2004-02-25 | Ciba SC Holding AG | Fluorescent diketopyrrolopyrroles |
| TWI261064B (en) * | 1999-09-27 | 2006-09-01 | Ciba Sc Holding Ag | Fluorescent diketopyrrolopyrroles |
| JP4085574B2 (ja) * | 2000-01-06 | 2008-05-14 | 東レ株式会社 | 発光素子 |
| CN101279975A (zh) * | 2001-06-29 | 2008-10-08 | 西巴特殊化学品控股有限公司 | 荧光二酮吡咯并吡咯 |
| TWI295684B (en) * | 2001-12-03 | 2008-04-11 | Toyo Ink Mfg Co | Composition for organic electroluminescence elements and the organic electroluminescence elements using the said composition |
| CA2469269A1 (en) * | 2002-02-01 | 2003-08-07 | Ciba Specialty Chemicals Holding Inc. | Fluorescent compositions comprising diketopyrrolopyrroles |
| CN100453602C (zh) | 2002-07-22 | 2009-01-21 | 西巴特殊化学品控股有限公司 | 可聚合二酮基吡咯并吡咯、这些化合物在滤色器中的应用以及用这些化合物制备的聚合物 |
| JP2004175674A (ja) * | 2002-11-25 | 2004-06-24 | Toyo Ink Mfg Co Ltd | 有機エレクトロルミネッセンス素子材料およびそれを使用した有機エレクトロルミネッセンス素子 |
| JP3969300B2 (ja) * | 2002-12-24 | 2007-09-05 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子用組成物およびそれを使用した有機エレクトロルミネッセンス素子 |
| EP1611207B1 (en) * | 2003-04-10 | 2016-02-03 | Basf Se | Fluorescent diketopyrrolopyrroles |
-
2004
- 2004-04-01 EP EP04725051.9A patent/EP1611207B1/en not_active Expired - Lifetime
- 2004-04-01 CN CN2004800094200A patent/CN1771298B/zh not_active Expired - Lifetime
- 2004-04-01 JP JP2006505506A patent/JP5068528B2/ja not_active Expired - Lifetime
- 2004-04-01 WO PCT/EP2004/050403 patent/WO2004090046A1/en not_active Ceased
- 2004-04-01 KR KR1020057019176A patent/KR101130094B1/ko not_active Expired - Lifetime
- 2004-04-01 MX MXPA05010866A patent/MXPA05010866A/es unknown
- 2004-04-01 US US10/551,976 patent/US7501076B2/en not_active Expired - Lifetime
- 2004-04-09 TW TW093109926A patent/TWI347970B/zh not_active IP Right Cessation
-
2009
- 2009-01-14 US US12/319,937 patent/US7906039B2/en not_active Expired - Lifetime
-
2011
- 2011-06-30 JP JP2011146241A patent/JP5523402B2/ja not_active Expired - Lifetime
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