JP4459230B2 - ベンズイミダゾール系化合物 - Google Patents
ベンズイミダゾール系化合物 Download PDFInfo
- Publication number
- JP4459230B2 JP4459230B2 JP2006532109A JP2006532109A JP4459230B2 JP 4459230 B2 JP4459230 B2 JP 4459230B2 JP 2006532109 A JP2006532109 A JP 2006532109A JP 2006532109 A JP2006532109 A JP 2006532109A JP 4459230 B2 JP4459230 B2 JP 4459230B2
- Authority
- JP
- Japan
- Prior art keywords
- benzimidazole
- thin film
- benzimidazole compound
- polymer thin
- functional polymer
- 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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- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 title description 2
- -1 benzimidazole compound Chemical class 0.000 claims description 13
- 239000010409 thin film Substances 0.000 claims description 12
- 229920001002 functional polymer Polymers 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 7
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000003792 electrolyte Substances 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 239000000446 fuel Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 239000004693 Polybenzimidazole Substances 0.000 description 5
- 229920002480 polybenzimidazole Polymers 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- WZBPZYCJUADXRS-UHFFFAOYSA-N 4-fluoro-3-(trifluoromethyl)benzoic acid Chemical compound OC(=O)C1=CC=C(F)C(C(F)(F)F)=C1 WZBPZYCJUADXRS-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229910052727 yttrium Inorganic materials 0.000 description 2
- KJDSORYAHBAGPP-UHFFFAOYSA-N 4-(3,4-diaminophenyl)benzene-1,2-diamine;hydron;tetrachloride Chemical compound Cl.Cl.Cl.Cl.C1=C(N)C(N)=CC=C1C1=CC=C(N)C(N)=C1 KJDSORYAHBAGPP-UHFFFAOYSA-N 0.000 description 1
- BTVXWNWUCMLZOM-UHFFFAOYSA-N FC(c(cc(cc1)-c2nc3cc(-c(cc4)cc5c4nc(-c(cc4C(F)(F)F)ccc4F)[nH]5)ccc3[nH]2)c1F)(F)F Chemical compound FC(c(cc(cc1)-c2nc3cc(-c(cc4)cc5c4nc(-c(cc4C(F)(F)F)ccc4F)[nH]5)ccc3[nH]2)c1F)(F)F BTVXWNWUCMLZOM-UHFFFAOYSA-N 0.000 description 1
- 208000001836 Firesetting Behavior Diseases 0.000 description 1
- HSTOKWSFWGCZMH-UHFFFAOYSA-N Nc(ccc(-c(cc1)cc(N)c1N)c1)c1N Chemical compound Nc(ccc(-c(cc1)cc(N)c1N)c1)c1N HSTOKWSFWGCZMH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001556 benzimidazoles Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/18—Polybenzimidazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Conductive Materials (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Description
そして、前記合成されたベンズイミダゾール高分子を含む機能性高分子薄膜を提供する。
Claims (9)
- 前記Xは、Fであることを特徴とする請求項1に記載のベンズイミダゾール系化合物。
- 前記Xは、Clであることを特徴とする請求項1に記載のベンズイミダゾール系化合物。
- 前記Yは、トリフルオロメチル基であることを特徴とする請求項1に記載のベンズイミダゾール系化合物。
- 前記Yは、ニトロ基であることを特徴とする請求項1に記載のベンズイミダゾール系化合物。
- 請求項1に記載のベンズイミダゾール系化合物を単量体として合成されたベンズイミダゾール高分子。
- 請求項6に記載のベンズイミダゾール高分子を含む機能性高分子薄膜。
- 前記機能性高分子薄膜は、リン酸または硫酸でドーピングされたことを特徴とする請求項7に記載の機能性高分子薄膜。
- 前記機能性高分子薄膜は、燃料電池の電解質膜として使われることを特徴とする請求項7に記載の機能性高分子薄膜。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020040063229A KR100629060B1 (ko) | 2004-08-11 | 2004-08-11 | 새로운 벤즈이미다졸계 화합물 |
PCT/KR2005/002599 WO2006016772A1 (en) | 2004-08-11 | 2005-08-11 | Novel benzimidazole compound |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2007509041A JP2007509041A (ja) | 2007-04-12 |
JP4459230B2 true JP4459230B2 (ja) | 2010-04-28 |
Family
ID=36919457
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2006532109A Active JP4459230B2 (ja) | 2004-08-11 | 2005-08-11 | ベンズイミダゾール系化合物 |
Country Status (6)
Country | Link |
---|---|
US (1) | US7446165B2 (ja) |
EP (1) | EP1778674A4 (ja) |
JP (1) | JP4459230B2 (ja) |
KR (1) | KR100629060B1 (ja) |
CN (1) | CN1820002A (ja) |
WO (1) | WO2006016772A1 (ja) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2008130653A1 (en) * | 2007-04-20 | 2008-10-30 | Onepin, Inc. | Mobile virtual community invitations |
GB0821913D0 (en) * | 2008-12-02 | 2009-01-07 | Price & Co | Antibacterial compounds |
WO2011022439A1 (en) * | 2009-08-17 | 2011-02-24 | Intellikine, Inc. | Heterocyclic compounds and uses thereof |
WO2011149937A1 (en) | 2010-05-24 | 2011-12-01 | Intellikine, Inc. | Heterocyclic compounds and uses thereof |
WO2011151619A1 (en) * | 2010-06-01 | 2011-12-08 | Summit Corporation Plc | Compounds for the treatment of clostridium difficile associated disease |
AU2011260097B2 (en) | 2010-06-01 | 2015-01-22 | Summit (Oxford) Limited | Compounds for the treatment of clostridium difficile associated disease |
US9127000B2 (en) | 2011-02-23 | 2015-09-08 | Intellikine, LLC. | Heterocyclic compounds and uses thereof |
CN104177346A (zh) * | 2013-05-21 | 2014-12-03 | 苏州科捷生物医药有限公司 | 喹唑啉类化合物及其用途 |
CN104774332B (zh) * | 2015-03-30 | 2017-03-15 | 四川大学 | 高折射率含硫聚苯并咪唑及其制备方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU879985A1 (ru) | 1979-09-21 | 1986-03-15 | Институт Естественных Наук Бурятского Филиала Со Ан Ссср | Способ получени термоотверждаемых полимеров |
US5317078A (en) | 1991-10-30 | 1994-05-31 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Polybenzimidazole via aromatic nucleophilic displacement |
US5412059A (en) | 1993-04-05 | 1995-05-02 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Polybenzimidazoles via aromatic nucleophilic displacement |
US5525436A (en) * | 1994-11-01 | 1996-06-11 | Case Western Reserve University | Proton conducting polymers used as membranes |
AU3696495A (en) * | 1994-11-17 | 1996-06-17 | F. Hoffmann-La Roche Ag | Antibacterial dibenzimidazole derivatives |
FR2833164B1 (fr) * | 2001-12-07 | 2004-07-16 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergique de filtres et utilisations |
-
2004
- 2004-08-11 KR KR1020040063229A patent/KR100629060B1/ko active IP Right Grant
-
2005
- 2005-08-10 US US11/200,237 patent/US7446165B2/en active Active
- 2005-08-11 WO PCT/KR2005/002599 patent/WO2006016772A1/en active Application Filing
- 2005-08-11 EP EP05774125A patent/EP1778674A4/en not_active Withdrawn
- 2005-08-11 JP JP2006532109A patent/JP4459230B2/ja active Active
- 2005-08-11 CN CNA2005800006543A patent/CN1820002A/zh active Pending
Also Published As
Publication number | Publication date |
---|---|
KR20060014616A (ko) | 2006-02-16 |
US7446165B2 (en) | 2008-11-04 |
JP2007509041A (ja) | 2007-04-12 |
WO2006016772A1 (en) | 2006-02-16 |
EP1778674A4 (en) | 2009-07-22 |
CN1820002A (zh) | 2006-08-16 |
EP1778674A1 (en) | 2007-05-02 |
KR100629060B1 (ko) | 2006-09-26 |
US20060036061A1 (en) | 2006-02-16 |
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