JP2015518497A5 - - Google Patents
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- JP2015518497A5 JP2015518497A5 JP2014561306A JP2014561306A JP2015518497A5 JP 2015518497 A5 JP2015518497 A5 JP 2015518497A5 JP 2014561306 A JP2014561306 A JP 2014561306A JP 2014561306 A JP2014561306 A JP 2014561306A JP 2015518497 A5 JP2015518497 A5 JP 2015518497A5
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- JP
- Japan
- Prior art keywords
- conjugated polymer
- independently
- polymer
- unit
- formula
- 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.)
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- 229920000547 conjugated polymer Polymers 0.000 claims 31
- 229920000642 polymer Polymers 0.000 claims 15
- 239000000203 mixture Substances 0.000 claims 14
- 229920002959 polymer blend Polymers 0.000 claims 9
- 229910052801 chlorine Inorganic materials 0.000 claims 7
- 125000006850 spacer group Chemical group 0.000 claims 6
- 229910052794 bromium Inorganic materials 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 229910052731 fluorine Inorganic materials 0.000 claims 5
- 238000009472 formulation Methods 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 229910052740 iodine Inorganic materials 0.000 claims 5
- 239000004065 semiconductor Substances 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000000732 arylene group Chemical group 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 4
- 125000005549 heteroarylene group Chemical group 0.000 claims 4
- 125000002950 monocyclic group Chemical group 0.000 claims 4
- 125000003367 polycyclic group Chemical group 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- AIXAANGOTKPUOY-UHFFFAOYSA-N carbachol Chemical group [Cl-].C[N+](C)(C)CCOC(N)=O AIXAANGOTKPUOY-UHFFFAOYSA-N 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 239000000463 material Substances 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- 230000003287 optical effect Effects 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims 2
- 230000000712 assembly Effects 0.000 claims 2
- 238000000429 assembly Methods 0.000 claims 2
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 claims 2
- 229910003472 fullerene Inorganic materials 0.000 claims 2
- 229910021389 graphene Inorganic materials 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- OQRWNJOAXGZBLH-UHFFFAOYSA-N 1,5-dihydro-s-indacene Chemical compound C1=C2CC=CC2=CC2=C1C=CC2 OQRWNJOAXGZBLH-UHFFFAOYSA-N 0.000 claims 1
- CMQKISSHSZOXKD-UHFFFAOYSA-N 1,7-dihydro-s-indacene Chemical compound C1=C2CC=CC2=CC2=C1CC=C2 CMQKISSHSZOXKD-UHFFFAOYSA-N 0.000 claims 1
- MWIOWTHNDCFSDK-UHFFFAOYSA-N 1H-silole Chemical compound [SiH2]1C=CC=C1 MWIOWTHNDCFSDK-UHFFFAOYSA-N 0.000 claims 1
- MGADZUXDNSDTHW-UHFFFAOYSA-N 2H-pyran Chemical compound C1OC=CC=C1 MGADZUXDNSDTHW-UHFFFAOYSA-N 0.000 claims 1
- 238000000018 DNA microarray Methods 0.000 claims 1
- YHBTXTFFTYXOFV-UHFFFAOYSA-N Liquid thiophthene Chemical compound C1=CSC2=C1C=CS2 YHBTXTFFTYXOFV-UHFFFAOYSA-N 0.000 claims 1
- 108091028043 Nucleic acid sequence Proteins 0.000 claims 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 238000005801 aryl-aryl coupling reaction Methods 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
- UHYPYGJEEGLRJD-UHFFFAOYSA-N cadmium(2+);selenium(2-) Chemical compound [Se-2].[Cd+2] UHYPYGJEEGLRJD-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- -1 charge transport Substances 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000007772 electrode material Substances 0.000 claims 1
- 230000005669 field effect Effects 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 1
- 125000001041 indolyl group Chemical group 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000012528 membrane Substances 0.000 claims 1
- 229910044991 metal oxide Chemical class 0.000 claims 1
- 150000004706 metal oxides Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000005518 polymer electrolyte Substances 0.000 claims 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical class O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 claims 1
- TVUAUXBTNKXYJH-UHFFFAOYSA-N pyrrolo[3,2-f]indole Chemical compound C=1C2=CC=NC2=CC2=NC=CC2=1 TVUAUXBTNKXYJH-UHFFFAOYSA-N 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- ZWWYNJNRNSRZMP-UHFFFAOYSA-N silolo[2,3-f][1]benzosilole Chemical compound C1=[SiH]c2cc3=CC=[SiH]c3cc2=C1 ZWWYNJNRNSRZMP-UHFFFAOYSA-N 0.000 claims 1
- UNQXPYUXTIBKGV-UHFFFAOYSA-N silolo[3,2-f][1]benzosilole Chemical compound C1=Cc2cc3=CC=[SiH]c3c[c]2=[SiH]1 UNQXPYUXTIBKGV-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- URMVZUQDPPDABD-UHFFFAOYSA-N thieno[2,3-f][1]benzothiole Chemical class C1=C2SC=CC2=CC2=C1C=CS2 URMVZUQDPPDABD-UHFFFAOYSA-N 0.000 claims 1
- VJYJJHQEVLEOFL-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical compound S1C=CC2=C1C=CS2 VJYJJHQEVLEOFL-UHFFFAOYSA-N 0.000 claims 1
- 239000010409 thin film Substances 0.000 claims 1
- 229930192474 thiophene Natural products 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12001815.5 | 2012-03-16 | ||
| EP12001815 | 2012-03-16 | ||
| PCT/EP2013/000447 WO2013135339A2 (en) | 2012-03-16 | 2013-02-15 | Conjugated polymers |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017039467A Division JP2017137496A (ja) | 2012-03-16 | 2017-03-02 | 共役ポリマー |
| JP2017201078A Division JP6578336B2 (ja) | 2012-03-16 | 2017-10-17 | 共役ポリマー |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015518497A JP2015518497A (ja) | 2015-07-02 |
| JP2015518497A5 true JP2015518497A5 (https=) | 2016-03-10 |
| JP6268106B2 JP6268106B2 (ja) | 2018-01-24 |
Family
ID=47722217
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014561306A Active JP6268106B2 (ja) | 2012-03-16 | 2013-02-15 | 共役ポリマー |
| JP2017039467A Pending JP2017137496A (ja) | 2012-03-16 | 2017-03-02 | 共役ポリマー |
| JP2017201078A Active JP6578336B2 (ja) | 2012-03-16 | 2017-10-17 | 共役ポリマー |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017039467A Pending JP2017137496A (ja) | 2012-03-16 | 2017-03-02 | 共役ポリマー |
| JP2017201078A Active JP6578336B2 (ja) | 2012-03-16 | 2017-10-17 | 共役ポリマー |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9559305B2 (https=) |
| EP (1) | EP2825587B1 (https=) |
| JP (3) | JP6268106B2 (https=) |
| KR (1) | KR102059702B1 (https=) |
| CN (1) | CN104169347B (https=) |
| BR (1) | BR112014022298B1 (https=) |
| GB (1) | GB2515233B (https=) |
| TW (1) | TWI635111B (https=) |
| WO (1) | WO2013135339A2 (https=) |
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| CN103459456A (zh) * | 2011-03-11 | 2013-12-18 | 可乐丽股份有限公司 | π电子共轭的嵌段共聚物及光电转换元件 |
| TW201245268A (en) * | 2011-03-31 | 2012-11-16 | Kuraray Co | Block copolymer and photoelectric conversion element |
| EP2726532B1 (en) * | 2011-06-28 | 2016-05-18 | Merck Patent GmbH | Indaceno derivatives as organic semiconductors |
| JP6101263B2 (ja) * | 2011-07-19 | 2017-03-22 | 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Ｍｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | 有機半導体 |
| US9590178B2 (en) * | 2011-09-28 | 2017-03-07 | Merck Patent Gmbh | Conjugated polymers |
| TWI635111B (zh) * | 2012-03-16 | 2018-09-11 | Merck Patent Gmbh | 共軛聚合物 |
| KR101552756B1 (ko) * | 2012-12-10 | 2015-09-14 | 주식회사 엘지화학 | 공중합체 및 이를 이용한 유기 태양 전지 |
| EP3060622B1 (en) * | 2013-10-22 | 2019-06-19 | Merck Patent GmbH | Conjugated polymers |
| TWI595676B (zh) * | 2013-12-04 | 2017-08-11 | Nat Chin-Yi Univ Of Tech | Structure of Active Layer Mixed with Graphene and PMMA for Improving Photoelectric Conversion Efficiency of Polymer Solar Cells |
| CN104852051A (zh) * | 2014-02-14 | 2015-08-19 | 东丽先端材料研究开发（中国）有限公司 | 一种石墨烯粉末及制备方法与含石墨烯粉末的锂离子电池 |
| TWI550929B (zh) * | 2014-02-14 | 2016-09-21 | Ｌｇ化學股份有限公司 | 共聚物及包含彼之有機太陽能電池 |
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| EP2989108A1 (en) | 2014-04-29 | 2016-03-02 | SABIC Global Technologies B.V. | Synthesis of new small molecules/oligomers with high conductivity and absorption for optoelectronic application |
| US9537099B2 (en) * | 2014-05-30 | 2017-01-03 | Phillips 66 Company | Compositions and applications of three component benzo[1,2-B:4,5-B] dithiophene-thienothiophene randomly substituted polymers for organic solar cells |
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| CN104409640A (zh) * | 2014-11-13 | 2015-03-11 | 无锡中洁能源技术有限公司 | 宽光谱太阳能电池材料及其制备方法 |
| JP6677390B2 (ja) | 2015-01-30 | 2020-04-08 | シクパ ホルディング ソシエテ アノニムＳｉｃｐａ Ｈｏｌｄｉｎｇ Ｓａ | セキュリティ物品及びセキュリティ物品ユーザの識別の同時認証 |
| EP3251102B1 (en) | 2015-01-30 | 2025-01-22 | Sicpa Holding Sa | Simultaneous authentication of a security article and identification of the security article user |
| US20180026192A1 (en) * | 2015-03-09 | 2018-01-25 | Lg Chem, Ltd. | Polymer and organic solar cell comprising same |
| MY188552A (en) | 2015-04-10 | 2021-12-22 | Sicpa Holding Sa | Mobile, portable apparatus for authenticating a security article and method of operating the portable authentication apparatus |
| JP6864635B2 (ja) * | 2015-05-12 | 2021-04-28 | 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Ｍｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | チアジアゾロピリジンポリマー、その合成およびその使用 |
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| CN114085360B (zh) * | 2021-10-12 | 2023-08-01 | 中国科学院大学 | 一种窄带隙共轭聚合物及其制备的有机光电突触器件 |
| CN114409682A (zh) * | 2022-02-14 | 2022-04-29 | 中国科学院化学研究所 | 具有定位效应的三氮唑并吡啶类受体、其聚合物以及它们的应用 |
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- 2013-02-08 TW TW102105438A patent/TWI635111B/zh active
- 2013-02-15 GB GB1418119.2A patent/GB2515233B/en active Active
- 2013-02-15 KR KR1020147029005A patent/KR102059702B1/ko active Active
- 2013-02-15 US US14/385,609 patent/US9559305B2/en active Active
- 2013-02-15 WO PCT/EP2013/000447 patent/WO2013135339A2/en not_active Ceased
- 2013-02-15 CN CN201380013787.9A patent/CN104169347B/zh active Active
- 2013-02-15 JP JP2014561306A patent/JP6268106B2/ja active Active
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- 2013-02-15 BR BR112014022298-3A patent/BR112014022298B1/pt active IP Right Grant
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