JP2012525487A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2012525487A5 JP2012525487A5 JP2012508776A JP2012508776A JP2012525487A5 JP 2012525487 A5 JP2012525487 A5 JP 2012525487A5 JP 2012508776 A JP2012508776 A JP 2012508776A JP 2012508776 A JP2012508776 A JP 2012508776A JP 2012525487 A5 JP2012525487 A5 JP 2012525487A5
- Authority
- JP
- Japan
- Prior art keywords
- mixture
- iii
- sulfonated
- polythiophene
- aqueous dispersion
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 claims description 88
- 239000000203 mixture Substances 0.000 claims description 60
- 229920000123 polythiophene Polymers 0.000 claims description 47
- 239000006185 dispersion Substances 0.000 claims description 46
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 40
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 40
- 239000003125 aqueous solvent Substances 0.000 claims description 27
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 15
- 238000010438 heat treatment Methods 0.000 claims description 14
- 239000011159 matrix material Substances 0.000 claims description 14
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 5
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 4
- 230000005525 hole transport Effects 0.000 claims description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 229920000144 PEDOT:PSS Polymers 0.000 claims description 2
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 claims description 2
- 125000005529 alkyleneoxy group Chemical group 0.000 claims description 2
- 239000000010 aprotic solvent Substances 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 238000010533 azeotropic distillation Methods 0.000 claims 1
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- LHYNYTDUZMSYNO-UHFFFAOYSA-N 3-[2-(2-methoxyethoxy)ethoxy]thiophene Chemical class COCCOCCOC=1C=CSC=1 LHYNYTDUZMSYNO-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17482809P | 2009-05-01 | 2009-05-01 | |
| US61/174,828 | 2009-05-01 | ||
| PCT/US2010/033180 WO2010127253A1 (en) | 2009-05-01 | 2010-04-30 | Replacing aqueous with non-aqueous solvent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012525487A JP2012525487A (ja) | 2012-10-22 |
| JP2012525487A5 true JP2012525487A5 (enExample) | 2013-05-30 |
Family
ID=42340734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012508776A Pending JP2012525487A (ja) | 2009-05-01 | 2010-04-30 | 非水性溶媒による水性溶媒の置換法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20120097898A1 (enExample) |
| EP (1) | EP2424925A1 (enExample) |
| JP (1) | JP2012525487A (enExample) |
| KR (1) | KR20120006562A (enExample) |
| WO (1) | WO2010127253A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9411058B2 (en) * | 2012-04-13 | 2016-08-09 | University Of Tennessee Research Foundation | Polymer composite based thermal neutron detectors |
| JP2013247312A (ja) * | 2012-05-29 | 2013-12-09 | Sanyo Chem Ind Ltd | 固体電解コンデンサ用導電性高分子 |
| FR3001579B1 (fr) * | 2013-01-31 | 2015-02-20 | Commissariat Energie Atomique | Elaboration de dispositifs optoelectroniques, notamment de cellules opv de type inverse |
| KR101679711B1 (ko) | 2014-06-13 | 2016-11-25 | 주식회사 엘지화학 | 중성화된 전도성 수분산액 조성물 및 그 제조방법 |
| WO2015190727A1 (ko) * | 2014-06-13 | 2015-12-17 | 주식회사 엘지화학 | 전도성 고분자 잉크 조성물 |
| KR102498647B1 (ko) * | 2015-04-22 | 2023-02-10 | 닛산 가가쿠 가부시키가이샤 | 유기 전자장치에 사용하기에 적합한 비-수성 조성물 |
| CN107849377A (zh) * | 2015-07-17 | 2018-03-27 | 日产化学工业株式会社 | 适用于有机电子的包含准金属纳米颗粒的非水性油墨组合物 |
| CN108463517B (zh) * | 2016-01-20 | 2021-09-28 | 日产化学工业株式会社 | 包含过渡金属络合物的非水性油墨组合物及其在有机电子学中的用途 |
| JP7077944B2 (ja) * | 2017-01-18 | 2022-05-31 | 日産化学株式会社 | インク組成物 |
| KR102186871B1 (ko) * | 2019-03-04 | 2020-12-04 | 한국생산기술연구원 | 물성이 향상된 전도성 고분자 분산액의 제조방법 |
| US11339246B2 (en) * | 2020-03-03 | 2022-05-24 | Lg Energy Solution, Ltd. | Preparation method of polymer |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10111790A1 (de) * | 2001-03-12 | 2002-09-26 | Bayer Ag | Neue Polythiophen-Dispersionen |
| DE60219197T2 (de) * | 2001-12-04 | 2008-01-03 | Agfa-Gevaert | Verfahren zur herstellung von lösungen oder dispersionen von polythiophenepolymeren |
| DE102004006583A1 (de) * | 2004-02-10 | 2005-09-01 | H.C. Starck Gmbh | Polythiophenformulierungen zur Verbesserung von organischen Leuchtdioden |
| EP1950246A4 (en) * | 2005-11-16 | 2009-11-25 | Nagase Chemtex Corp | CONDUCTIVE RESIN COMPOSITION, CONDUCTIVE FILM THEREFOR AND RESISTIVE FILM SWITCH THEREFOR |
| JP2007280946A (ja) * | 2006-03-16 | 2007-10-25 | Fujifilm Corp | 膜／電極接合体および燃料電池 |
| US20070264551A1 (en) * | 2006-03-16 | 2007-11-15 | Atsushi Matsunaga | Membrane/Electrode Assembly and Fuel Cell |
| CN101563388B (zh) * | 2006-07-21 | 2013-05-15 | 普莱克斯托尼克斯公司 | 导电聚合物的磺化和oled器件、光电器件以及esd器件 |
| ATE540069T1 (de) * | 2008-02-29 | 2012-01-15 | Plextronics Inc | Planierungsmittel und vorrichtungen |
-
2010
- 2010-04-30 WO PCT/US2010/033180 patent/WO2010127253A1/en not_active Ceased
- 2010-04-30 US US13/265,523 patent/US20120097898A1/en not_active Abandoned
- 2010-04-30 JP JP2012508776A patent/JP2012525487A/ja active Pending
- 2010-04-30 KR KR1020117028618A patent/KR20120006562A/ko not_active Withdrawn
- 2010-04-30 EP EP10719831A patent/EP2424925A1/en not_active Withdrawn
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2012525487A5 (enExample) | ||
| US9966548B2 (en) | Conductive polymer ink composition and organic solar cell including the same | |
| EP2169023B1 (en) | Electrically conductive films formed from dispersions comprising polythiophenes and ether containing polymers | |
| US20120097898A1 (en) | Replacing aqueous with non-aqueous solvent | |
| JP6648968B2 (ja) | 有機薄膜太陽電池用バッファ層の製造方法及び有機薄膜太陽電池の製造方法 | |
| US9653217B2 (en) | Method of manufacturing surface-treated transparent conductive polymer thin film, and transparent electrode manufactured using the same | |
| US20180030291A1 (en) | Compositions containing hole carrier compounds and polymeric acids, and uses thereof | |
| CN106459639A (zh) | 导电聚合墨水组合物 | |
| Ng et al. | P3HT: PCBM solar cells—The choice of source material | |
| CN117866483A (zh) | 一种含苯并二呋喃二酮类物质的电子传输型导电墨水 | |
| JPWO2016158698A1 (ja) | 光電変換素子 | |
| TW201602181A (zh) | 有機電洞型導體的p-摻雜交聯 | |
| JP2012523483A5 (enExample) | ||
| TW201831559A (zh) | 有機光電轉換元件之電洞聚集層用組成物 | |
| JP5984054B2 (ja) | 有機導電膜 | |
| CN109314187B (zh) | 用于光活性层的溶剂共混物 | |
| CN105706180B (zh) | 导电聚合物膜 | |
| JP2014148664A (ja) | 光電子工学装置、特に逆型ｏｐｖセルの形成 | |
| WO2016117380A1 (ja) | 光電変換素子およびその製造方法 | |
| JP2006518778A (ja) | 高効率ピクセル化エレクトロルミネセンスデバイスに使用するための高抵抗ポリ（３，４−エチレンジオキシチオフェン）／ポリ（スチレンスルホネート） | |
| KR101854411B1 (ko) | 전도성 폴리머의 비수성 분산액 | |
| CN111876023A (zh) | 墨水组合物及其制备方法、发光器件 | |
| CN111876022A (zh) | 复合墨水及其制备方法、电致发光器件 | |
| WO2024165176A1 (en) | Synthesis of a water-based p-type donor polymer | |
| Song et al. | Synthesis of a conjugated copolymer with benzodithiophene and benzimidazole units |