JP2008546898A5 - - Google Patents
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- JP2008546898A5 JP2008546898A5 JP2008519491A JP2008519491A JP2008546898A5 JP 2008546898 A5 JP2008546898 A5 JP 2008546898A5 JP 2008519491 A JP2008519491 A JP 2008519491A JP 2008519491 A JP2008519491 A JP 2008519491A JP 2008546898 A5 JP2008546898 A5 JP 2008546898A5
- Authority
- JP
- Japan
- Prior art keywords
- ether
- sulfonate
- polymer composition
- conductive polymer
- 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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- -1 polycyclic heteroaromatics Chemical class 0.000 claims description 49
- 229920001940 conductive polymer Polymers 0.000 claims description 46
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 40
- 229920000642 polymer Polymers 0.000 claims description 31
- 239000002253 acid Substances 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 25
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 23
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 20
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 20
- 239000000178 monomer Substances 0.000 claims description 20
- 150000002431 hydrogen Chemical class 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
- 150000007942 carboxylates Chemical class 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- 229910052736 halogen Inorganic materials 0.000 claims description 13
- 150000002367 halogens Chemical class 0.000 claims description 13
- 239000004593 Epoxy Substances 0.000 claims description 12
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 12
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 12
- 125000004450 alkenylene group Chemical group 0.000 claims description 12
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 12
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 12
- 125000001589 carboacyl group Chemical group 0.000 claims description 12
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
- 229910000077 silane Inorganic materials 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 10
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 10
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 10
- 125000003282 alkyl amino group Chemical group 0.000 claims description 10
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 10
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 10
- 125000004414 alkyl thio group Chemical group 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 10
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 10
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 10
- 125000005110 aryl thio group Chemical group 0.000 claims description 10
- 125000004104 aryloxy group Chemical group 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 10
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 10
- 239000011593 sulfur Substances 0.000 claims description 10
- 125000002723 alicyclic group Chemical group 0.000 claims description 8
- 239000007800 oxidant agent Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- ZAHSNWXGKUBLHM-UHFFFAOYSA-N hydroperoxy(hydroxy)silane Chemical compound OO[SiH2]O ZAHSNWXGKUBLHM-UHFFFAOYSA-N 0.000 claims description 6
- 125000000732 arylene group Chemical group 0.000 claims description 5
- 125000005549 heteroarylene group Chemical group 0.000 claims description 5
- 239000002243 precursor Substances 0.000 claims description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 5
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 4
- 150000003233 pyrroles Chemical class 0.000 claims description 4
- 229910052711 selenium Inorganic materials 0.000 claims description 4
- 229930192474 thiophene Natural products 0.000 claims description 4
- 150000003577 thiophenes Chemical class 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- PAKNPEMFWIUWQV-UHFFFAOYSA-N 1,2-difluoro-2-(2-fluorophenyl)ethenesulfonic acid Chemical compound OS(=O)(=O)C(F)=C(F)C1=CC=CC=C1F PAKNPEMFWIUWQV-UHFFFAOYSA-N 0.000 claims description 3
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical group OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- 125000003367 polycyclic group Chemical group 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 2
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 2
- 125000006551 perfluoro alkylene group Chemical group 0.000 claims description 2
- 150000003673 urethanes Chemical class 0.000 claims description 2
- 125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000003709 fluoroalkyl group Chemical group 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 150000001448 anilines Chemical class 0.000 description 2
- 150000001768 cations Chemical group 0.000 description 2
- 125000004474 heteroalkylene group Chemical group 0.000 description 2
- 125000004963 sulfonylalkyl group Chemical group 0.000 description 2
- 0 COc1c[s]cc1O* Chemical compound COc1c[s]cc1O* 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- VJYJJHQEVLEOFL-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical compound S1C=CC2=C1C=CS2 VJYJJHQEVLEOFL-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69427805P | 2005-06-27 | 2005-06-27 | |
| PCT/US2006/025012 WO2007002681A2 (en) | 2005-06-27 | 2006-06-27 | Electrically conductive polymer compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008546898A JP2008546898A (ja) | 2008-12-25 |
| JP2008546898A5 true JP2008546898A5 (https=) | 2009-08-13 |
Family
ID=37595983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008519491A Pending JP2008546898A (ja) | 2005-06-27 | 2006-06-27 | 導電性ポリマー組成物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US7722785B2 (https=) |
| EP (1) | EP1896515A4 (https=) |
| JP (1) | JP2008546898A (https=) |
| KR (1) | KR20080030630A (https=) |
| WO (1) | WO2007002681A2 (https=) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4464277B2 (ja) | 2002-09-24 | 2010-05-19 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 導電性有機ポリマー／ナノ粒子複合材料およびその使用方法 |
| WO2004029128A2 (en) | 2002-09-24 | 2004-04-08 | E.I. Du Pont De Nemours And Company | Water dispersible polythiophenes made with polymeric acid colloids |
| US7317047B2 (en) | 2002-09-24 | 2008-01-08 | E.I. Du Pont De Nemours And Company | Electrically conducting organic polymer/nanoparticle composites and methods for use thereof |
| CA2499364A1 (en) | 2002-09-24 | 2004-04-08 | E. I. Du Pont De Nemours And Company | Water dispersible polyanilines made with polymeric acid colloids for electronics applications |
| US7351358B2 (en) | 2004-03-17 | 2008-04-01 | E.I. Du Pont De Nemours And Company | Water dispersible polypyrroles made with polymeric acid colloids for electronics applications |
| WO2007002740A2 (en) | 2005-06-28 | 2007-01-04 | E. I. Du Pont De Nemours And Company | Buffer compositions |
| EP1897096A4 (en) | 2005-06-28 | 2009-08-12 | Du Pont | TRANSPARENT LADDER WITH HIGH WORKING FUNCTION |
| US8216680B2 (en) | 2006-02-03 | 2012-07-10 | E I Du Pont De Nemours And Company | Transparent composite conductors having high work function |
| EP2041222B1 (en) | 2006-06-30 | 2012-12-05 | E.I. Du Pont De Nemours And Company | Stabilized compositions of conductive polymers and partially-fluorinated acid polymers |
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| US20080191172A1 (en) | 2006-12-29 | 2008-08-14 | Che-Hsiung Hsu | High work-function and high conductivity compositions of electrically conducting polymers |
| US20080193773A1 (en) * | 2006-12-29 | 2008-08-14 | Che-Hsiung Hsu | Compositions of electrically conducting polymers made with ultra-pure fully -fluorinated acid polymers |
| US20080251768A1 (en) * | 2007-04-13 | 2008-10-16 | Che-Hsiung Hsu | Electrically conductive polymer compositions |
| US20080286566A1 (en) * | 2007-05-18 | 2008-11-20 | Shiva Prakash | Process for forming an organic light-emitting diode and devices made by the process |
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| US7981323B2 (en) * | 2007-07-13 | 2011-07-19 | Konarka Technologies, Inc. | Selenium containing electrically conductive copolymers |
| US7982055B2 (en) * | 2007-07-13 | 2011-07-19 | Konarka Technologies, Inc. | Heterocyclic fused selenophene monomers |
| US8148548B2 (en) * | 2007-07-13 | 2012-04-03 | Konarka Technologies, Inc. | Heterocyclic fused selenophene monomers |
| US20090140219A1 (en) * | 2007-07-13 | 2009-06-04 | Air Products And Chemicals, Inc. | Selenium Containing Electrically Conductive Polymers and Method of Making Electrically Conductive Polymers |
| US8183319B2 (en) * | 2007-10-31 | 2012-05-22 | Air Products And Chemicals, Inc. | Film forming additive formulations of conductive polymers |
| US9520563B2 (en) * | 2007-11-21 | 2016-12-13 | The Board Of Trustees Of The Leland Stanford Junior University | Patterning of organic semiconductor materials |
| EP2232527A4 (en) * | 2007-12-27 | 2012-04-18 | Du Pont | BUFFER BIBS FOR ELECTRONIC DEVICES |
| US8278405B2 (en) * | 2008-12-22 | 2012-10-02 | E I Du Pont De Nemours And Company | Vinylphenoxy polymers |
| US8785913B2 (en) | 2008-12-27 | 2014-07-22 | E I Du Pont De Nemours And Company | Buffer bilayers for electronic devices |
| US8766239B2 (en) | 2008-12-27 | 2014-07-01 | E I Du Pont De Nemours And Company | Buffer bilayers for electronic devices |
| US8759818B2 (en) | 2009-02-27 | 2014-06-24 | E I Du Pont De Nemours And Company | Deuterated compounds for electronic applications |
| EP2414481A4 (en) | 2009-04-03 | 2013-02-20 | Du Pont | ELECTROACTIVE MATERIALS |
| EP2421918B1 (en) | 2009-04-21 | 2020-08-26 | LG Chem, Ltd. | Electrically conductive polymer compositions and films made therefrom |
| TW201100482A (en) | 2009-04-24 | 2011-01-01 | Du Pont | Electrically conductive polymer compositions and films made therefrom |
| KR101790854B1 (ko) * | 2009-09-29 | 2017-10-26 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 발광 응용을 위한 중수소화된 화합물 |
| US20110101312A1 (en) | 2009-10-29 | 2011-05-05 | E. I. Du Pont De Nemours And Company | Deuterated compounds for electronic applications |
| CN106883246B (zh) | 2009-12-04 | 2020-05-29 | 桑诺维恩药品公司 | 多环化合物及其使用方法 |
| US8282861B2 (en) * | 2009-12-21 | 2012-10-09 | Che-Hsiung Hsu | Electrically conductive polymer compositions |
| EP2601248A2 (en) * | 2010-08-02 | 2013-06-12 | University of Florida Research Foundation, Inc. | Processing method for water soluble polymeric materials |
| WO2012087960A1 (en) * | 2010-12-20 | 2012-06-28 | E. I. Du Pont De Nemours And Company | Triazine derivatives for electronic applications |
| JP5727038B2 (ja) | 2010-12-20 | 2015-06-03 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | 電子技術応用のための組成物 |
| KR20160091362A (ko) * | 2013-11-27 | 2016-08-02 | 코닝 인코포레이티드 | 반전도성 중합체의 향상된 유동 반응기 합성 |
| JP6401134B2 (ja) * | 2015-09-10 | 2018-10-03 | 信越化学工業株式会社 | 導電性ポリマー複合体及び基板 |
| UA125519C2 (uk) | 2016-07-29 | 2022-04-13 | Суновіон Фармасьютікалз Інк. | Сполуки і композиції і їх застосування |
| CA3032141A1 (en) | 2016-07-29 | 2018-02-01 | Vadim ALEXANDROV | Compounds and compositions and uses thereof |
| IL268694B2 (en) | 2017-02-16 | 2023-10-01 | Sunovion Pharmaceuticals Inc | Treatment of schizophrenia |
| BR112020001433A2 (pt) | 2017-08-02 | 2020-07-28 | Sunovion Pharmaceuticals Inc. | compostos de isocromano e usos dos mesmos |
| EA202091945A1 (ru) | 2018-02-16 | 2021-01-18 | Суновион Фармасьютикалз Инк. | Соли, кристаллические формы и способы их получения |
| MX2021010880A (es) | 2019-03-14 | 2022-01-18 | Sunovion Pharmaceuticals Inc | Sales de un compuesto de isocromanilo y formas cristalinas, procesos de preparacion, usos terapeuticos y composiciones farmaceuticas de las mismas. |
| CN115734785A (zh) | 2020-04-14 | 2023-03-03 | 桑诺维恩药品公司 | (S)-(4,5-二氢-7H-噻吩并[2,3-c]吡喃-7-基)-N-甲基甲胺用于治疗神经和精神方面的病症 |
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| US6955773B2 (en) * | 2002-02-28 | 2005-10-18 | E.I. Du Pont De Nemours And Company | Polymer buffer layers and their use in light-emitting diodes |
| EP1518290A4 (en) * | 2002-05-13 | 2009-12-02 | Polyfuel Inc | ION-LEADING BLOCK COPOLYMERS |
| US6963005B2 (en) | 2002-08-15 | 2005-11-08 | E. I. Du Pont De Nemours And Company | Compounds comprising phosphorus-containing metal complexes |
| US7118836B2 (en) * | 2002-08-22 | 2006-10-10 | Agfa Gevaert | Process for preparing a substantially transparent conductive layer configuration |
| US7056600B2 (en) * | 2002-08-23 | 2006-06-06 | Agfa Gevaert | Layer configuration comprising an electron-blocking element |
| US7317047B2 (en) * | 2002-09-24 | 2008-01-08 | E.I. Du Pont De Nemours And Company | Electrically conducting organic polymer/nanoparticle composites and methods for use thereof |
| WO2004029128A2 (en) * | 2002-09-24 | 2004-04-08 | E.I. Du Pont De Nemours And Company | Water dispersible polythiophenes made with polymeric acid colloids |
| CA2499364A1 (en) * | 2002-09-24 | 2004-04-08 | E. I. Du Pont De Nemours And Company | Water dispersible polyanilines made with polymeric acid colloids for electronics applications |
| US7390438B2 (en) * | 2003-04-22 | 2008-06-24 | E.I. Du Pont De Nemours And Company | Water dispersible substituted polydioxythiophenes made with fluorinated polymeric sulfonic acid colloids |
| US7083885B2 (en) * | 2003-09-23 | 2006-08-01 | Eastman Kodak Company | Transparent invisible conductive grid |
| JP4535435B2 (ja) * | 2003-09-25 | 2010-09-01 | 昭和電工株式会社 | π共役系共重合体、その製造方法及びその共重合体を用いたコンデンサ |
| TW200516094A (en) * | 2003-09-25 | 2005-05-16 | Showa Denko Kk | Pi-Conjugated copolymer, production method thereof, and capacitor using the copolymer |
| US7338620B2 (en) * | 2004-03-17 | 2008-03-04 | E.I. Du Pont De Nemours And Company | Water dispersible polydioxythiophenes with polymeric acid colloids and a water-miscible organic liquid |
| US7569158B2 (en) * | 2004-10-13 | 2009-08-04 | Air Products And Chemicals, Inc. | Aqueous dispersions of polythienothiophenes with fluorinated ion exchange polymers as dopants |
-
2006
- 2006-06-27 EP EP06774120A patent/EP1896515A4/en not_active Withdrawn
- 2006-06-27 US US11/475,702 patent/US7722785B2/en active Active
- 2006-06-27 JP JP2008519491A patent/JP2008546898A/ja active Pending
- 2006-06-27 KR KR1020087002162A patent/KR20080030630A/ko not_active Ceased
- 2006-06-27 WO PCT/US2006/025012 patent/WO2007002681A2/en not_active Ceased
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