JP2008541471A5 - - Google Patents
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- JP2008541471A5 JP2008541471A5 JP2008511794A JP2008511794A JP2008541471A5 JP 2008541471 A5 JP2008541471 A5 JP 2008541471A5 JP 2008511794 A JP2008511794 A JP 2008511794A JP 2008511794 A JP2008511794 A JP 2008511794A JP 2008541471 A5 JP2008541471 A5 JP 2008541471A5
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- 239000000203 mixture Substances 0.000 claims description 147
- 239000010410 layer Substances 0.000 claims description 73
- 239000002904 solvent Substances 0.000 claims description 66
- 239000000463 material Substances 0.000 claims description 54
- 238000009835 boiling Methods 0.000 claims description 43
- 238000007641 inkjet printing Methods 0.000 claims description 34
- 239000000758 substrate Substances 0.000 claims description 31
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 28
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 25
- 239000011368 organic material Substances 0.000 claims description 24
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 21
- 229920000642 polymer Polymers 0.000 claims description 21
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 20
- 238000000151 deposition Methods 0.000 claims description 19
- 229920001940 conductive polymer Polymers 0.000 claims description 18
- 238000004519 manufacturing process Methods 0.000 claims description 18
- 238000007639 printing Methods 0.000 claims description 16
- 239000004094 surface-active agent Substances 0.000 claims description 16
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- 238000002347 injection Methods 0.000 claims description 12
- 239000007924 injection Substances 0.000 claims description 12
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 239000003607 modifier Substances 0.000 claims description 9
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- 150000003077 polyols Chemical class 0.000 claims description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
- GKWLILHTTGWKLQ-UHFFFAOYSA-N 2,3-dihydrothieno[3,4-b][1,4]dioxine Chemical compound O1CCOC2=CSC=C21 GKWLILHTTGWKLQ-UHFFFAOYSA-N 0.000 claims description 3
- 150000002009 diols Chemical class 0.000 claims description 3
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims description 2
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 claims description 2
- QEJORCUFWWJJPP-UHFFFAOYSA-N 2-butoxyethanol Chemical group CCCCOCCO.CCCCOCCO QEJORCUFWWJJPP-UHFFFAOYSA-N 0.000 claims description 2
- 230000007423 decrease Effects 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims 2
- 230000003068 static effect Effects 0.000 claims 1
- 239000000976 ink Substances 0.000 description 44
- 239000010409 thin film Substances 0.000 description 38
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- 239000010408 film Substances 0.000 description 11
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- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 10
- 230000008859 change Effects 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 8
- 239000002184 metal Substances 0.000 description 8
- 238000009736 wetting Methods 0.000 description 7
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- 238000011161 development Methods 0.000 description 5
- 230000018109 developmental process Effects 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000012776 electronic material Substances 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- -1 phenylene vinylene Chemical group 0.000 description 4
- 229920002120 photoresistant polymer Polymers 0.000 description 4
- 239000004065 semiconductor Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004642 Polyimide Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000412 dendrimer Substances 0.000 description 3
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- 238000011049 filling Methods 0.000 description 3
- 238000005442 molecular electronic Methods 0.000 description 3
- 230000005693 optoelectronics Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229920000553 poly(phenylenevinylene) Polymers 0.000 description 3
- 229920001721 polyimide Polymers 0.000 description 3
- 150000003384 small molecules Chemical class 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 230000006399 behavior Effects 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
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- 239000002800 charge carrier Substances 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
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- 230000005258 radioactive decay Effects 0.000 description 2
- 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 description 1
- 241000976924 Inca Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000287462 Phalacrocorax carbo Species 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
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- 239000000956 alloy Substances 0.000 description 1
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- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- HHNHBFLGXIUXCM-GFCCVEGCSA-N cyclohexylbenzene Chemical compound [CH]1CCCC[C@@H]1C1=CC=CC=C1 HHNHBFLGXIUXCM-GFCCVEGCSA-N 0.000 description 1
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- 239000013022 formulation composition Substances 0.000 description 1
- 230000005661 hydrophobic surface Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000005305 interferometry Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
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- 230000000149 penetrating effect Effects 0.000 description 1
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- 229920000767 polyaniline Polymers 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 229960002796 polystyrene sulfonate Drugs 0.000 description 1
- 239000011970 polystyrene sulfonate Substances 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
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- 239000000565 sealant Substances 0.000 description 1
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- 238000001228 spectrum Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0510382.5 | 2005-05-20 | ||
| GBGB0510382.5A GB0510382D0 (en) | 2005-05-20 | 2005-05-20 | Ink jet printing compositions in opto-electrical devices |
| PCT/GB2006/001854 WO2006123167A1 (en) | 2005-05-20 | 2006-05-19 | Solvents for pedot-solutions for ink-jet printing |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011240246A Division JP5395148B2 (ja) | 2005-05-20 | 2011-11-01 | 有機発光ディスプレイ製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008541471A JP2008541471A (ja) | 2008-11-20 |
| JP2008541471A5 true JP2008541471A5 (enExample) | 2011-01-13 |
| JP5235660B2 JP5235660B2 (ja) | 2013-07-10 |
Family
ID=34834418
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008511794A Active JP5235660B2 (ja) | 2005-05-20 | 2006-05-19 | インクジェット印刷用ｐｅｄｏｔ溶液用溶媒 |
| JP2011240246A Expired - Fee Related JP5395148B2 (ja) | 2005-05-20 | 2011-11-01 | 有機発光ディスプレイ製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011240246A Expired - Fee Related JP5395148B2 (ja) | 2005-05-20 | 2011-11-01 | 有機発光ディスプレイ製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8431040B2 (enExample) |
| JP (2) | JP5235660B2 (enExample) |
| KR (1) | KR20080010425A (enExample) |
| CN (1) | CN101228645B (enExample) |
| DE (1) | DE112006001278T5 (enExample) |
| GB (3) | GB0510382D0 (enExample) |
| WO (1) | WO2006123167A1 (enExample) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2817255B2 (ja) | 1989-09-19 | 1998-10-30 | 東ソー株式会社 | α―Ｌ―アスパルチル―Ｌ―フェニルアラニンメチルエステルの晶析法 |
| DE102004036793A1 (de) | 2004-07-29 | 2006-03-23 | Konarka Technologies, Inc., Lowell | Nanoporöse Fullerenschichten und deren Verwendung in der organischen Photovoltaik |
| GB0510382D0 (en) * | 2005-05-20 | 2005-06-29 | Cambridge Display Tech Ltd | Ink jet printing compositions in opto-electrical devices |
| EP2047541A2 (en) | 2006-08-01 | 2009-04-15 | Cambridge Display Technology Limited | Methods of manufacturing opto-electrical devices |
| ES2885674T3 (es) | 2006-12-01 | 2021-12-15 | Univ California | Mejora de las características de rendimiento de películas semiconductoras orgánicas mediante un mejor procesamiento de solución |
| TWI328471B (en) * | 2007-04-20 | 2010-08-11 | Hon Hai Prec Ind Co Ltd | Method of manufacturing thin film pattern layer |
| JP4980795B2 (ja) * | 2007-05-28 | 2012-07-18 | 日本放送協会 | 正孔注入層用溶液、有機ｅｌ素子の製造方法 |
| DE102007000791A1 (de) * | 2007-09-28 | 2009-04-02 | Universität Köln | Verfahren zur Herstellung einer organischen Leuchtdiode oder einer organischen Solarzelle und hergestellte organische Leuchtdioden oder Solarzellen |
| US8227691B2 (en) | 2007-10-31 | 2012-07-24 | The Regents Of The University Of California | Processing additives for fabricating organic photovoltaic cells |
| US8183319B2 (en) | 2007-10-31 | 2012-05-22 | Air Products And Chemicals, Inc. | Film forming additive formulations of conductive polymers |
| JP4918470B2 (ja) * | 2007-12-10 | 2012-04-18 | パナソニック株式会社 | 有機デバイスおよびその製造方法 |
| GB2460216A (en) * | 2008-03-03 | 2009-11-25 | Cambridge Display Tech Ltd | Hole transport material composition |
| GB0803950D0 (en) | 2008-03-03 | 2008-04-09 | Cambridge Display Technology O | Solvent for printing composition |
| EP2143768A1 (en) * | 2008-07-11 | 2010-01-13 | Acreo AB | Waterbased casting or printing composition |
| GB2462653B (en) * | 2008-08-15 | 2013-03-20 | Cambridge Display Tech Ltd | Opto-electrical devices and methods of manufacturing the same |
| GB2462688B (en) * | 2008-08-22 | 2012-03-07 | Cambridge Display Tech Ltd | Opto-electrical devices and methods of manufacturing the same |
| CN102272968B (zh) * | 2008-11-19 | 2015-07-22 | 日产化学工业株式会社 | 电荷传输性材料及电荷传输性清漆 |
| GB2466843A (en) | 2009-01-12 | 2010-07-14 | Cambridge Display Tech Ltd | Interlayer formulation for flat films |
| GB2466842B (en) | 2009-01-12 | 2011-10-26 | Cambridge Display Tech Ltd | Interlayer formulation for flat films |
| KR20120103571A (ko) * | 2009-10-05 | 2012-09-19 | 손 라이팅 리미티드 | 다층구조의 유기 장치 |
| US8840808B2 (en) * | 2010-01-15 | 2014-09-23 | Sumitomo Chemical Company, Limited | Process for producing liquid composition for organic semiconductor element |
| JP2011233480A (ja) * | 2010-04-30 | 2011-11-17 | Ricoh Co Ltd | 積層構造の形成方法及び有機エレクトロルミネッセンス素子の製造方法 |
| CN102369249B (zh) * | 2010-07-01 | 2014-11-12 | 松下电器产业株式会社 | 有机发光元件用墨、有机发光元件的制造方法、有机显示面板、有机显示装置、有机发光装置、墨、功能层的形成方法以及有机发光元件 |
| GB2483635A (en) * | 2010-09-08 | 2012-03-21 | Cambridge Display Tech Ltd | Printing Apparatus involving beat patterns |
| US8906752B2 (en) | 2011-09-16 | 2014-12-09 | Kateeva, Inc. | Polythiophene-containing ink compositions for inkjet printing |
| JP5915056B2 (ja) * | 2011-09-28 | 2016-05-11 | コニカミノルタ株式会社 | 透明電極の製造方法および有機電子デバイスの製造方法 |
| US9608226B2 (en) | 2012-02-29 | 2017-03-28 | Konica Minolta, Inc. | Method for manufacturing transparent electrode |
| JP6015073B2 (ja) * | 2012-04-02 | 2016-10-26 | セイコーエプソン株式会社 | 機能層形成用インク、発光素子の製造方法 |
| CN103107285B (zh) * | 2013-01-15 | 2015-08-26 | 大连龙宁科技有限公司 | 一种立体显示电极及其制造方法 |
| KR101669574B1 (ko) | 2013-10-10 | 2016-10-26 | 주식회사 엘지화학 | 표면처리된 투명 전도성 고분자 박막의 제조방법 및 이를 이용하여 제조한 투명 전극 |
| WO2015065499A2 (en) * | 2013-10-31 | 2015-05-07 | Kateeva, Inc | Polythiophene-containing ink compositions for inkjet printing |
| CN106159103B (zh) * | 2015-03-25 | 2018-06-08 | 鸿富锦精密工业（深圳）有限公司 | 有机发光元件及其制造方法 |
| CN105176199A (zh) * | 2015-08-20 | 2015-12-23 | 南昌来捷尔新材料技术有限公司 | 一种透明导电纳米银线油墨及透明导电膜的制备方法 |
| JP2016129132A (ja) * | 2015-12-09 | 2016-07-14 | ルナレック・エイビーＬｕｎａＬＥＣ ＡＢ | 発光電気化学セルおよびシステム、その使用ならびにこれらの操作のための方法 |
| WO2017131652A1 (en) * | 2016-01-27 | 2017-08-03 | Hewlett-Packard Development Company, L.P. | Coalescent ink |
| CN107706318B (zh) * | 2017-10-16 | 2020-06-26 | 深圳市华星光电半导体显示技术有限公司 | 电子传输层喷墨打印墨水及其制备方法 |
| JP7241473B2 (ja) * | 2018-06-06 | 2023-03-17 | 信越ポリマー株式会社 | 導電性高分子分散液及びその製造方法、並びに導電性フィルムの製造方法 |
| EP3587506B1 (en) * | 2018-06-28 | 2023-04-05 | Heraeus Deutschland GmbH & Co. KG | Liquid compositions comprising particles of a conductive polymer and an organic solvent forming an azeotrope with water |
| KR102889237B1 (ko) | 2022-03-10 | 2025-11-25 | 삼성디스플레이 주식회사 | 표시 패널의 제조 방법 |
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-
2005
- 2005-05-20 GB GBGB0510382.5A patent/GB0510382D0/en not_active Ceased
-
2006
- 2006-05-19 KR KR1020077026881A patent/KR20080010425A/ko not_active Abandoned
- 2006-05-19 DE DE112006001278T patent/DE112006001278T5/de not_active Ceased
- 2006-05-19 US US11/915,141 patent/US8431040B2/en not_active Expired - Fee Related
- 2006-05-19 GB GB0722242A patent/GB2440480B/en not_active Expired - Fee Related
- 2006-05-19 WO PCT/GB2006/001854 patent/WO2006123167A1/en not_active Ceased
- 2006-05-19 CN CN2006800263922A patent/CN101228645B/zh not_active Expired - Fee Related
- 2006-05-19 JP JP2008511794A patent/JP5235660B2/ja active Active
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2007
- 2007-11-15 GB GBGB0722543.6A patent/GB0722543D0/en active Pending
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2011
- 2011-11-01 JP JP2011240246A patent/JP5395148B2/ja not_active Expired - Fee Related
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