JP2017511415A5 - - Google Patents
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- Publication number
- JP2017511415A5 JP2017511415A5 JP2016562216A JP2016562216A JP2017511415A5 JP 2017511415 A5 JP2017511415 A5 JP 2017511415A5 JP 2016562216 A JP2016562216 A JP 2016562216A JP 2016562216 A JP2016562216 A JP 2016562216A JP 2017511415 A5 JP2017511415 A5 JP 2017511415A5
- Authority
- JP
- Japan
- Prior art keywords
- independently selected
- alkyl
- polymer
- group
- aryl
- 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.)
- Granted
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- 229920000642 polymer Polymers 0.000 claims 61
- 125000000217 alkyl group Chemical group 0.000 claims 58
- 125000003118 aryl group Chemical group 0.000 claims 27
- 125000003545 alkoxy group Chemical group 0.000 claims 22
- 229910052739 hydrogen Inorganic materials 0.000 claims 22
- 125000001475 halogen functional group Chemical group 0.000 claims 21
- 125000001072 heteroaryl group Chemical group 0.000 claims 21
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 20
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims 16
- 125000004404 heteroalkyl group Chemical group 0.000 claims 14
- 239000001257 hydrogen Substances 0.000 claims 14
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 14
- 125000000732 arylene group Chemical group 0.000 claims 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 13
- 150000002431 hydrogen Chemical class 0.000 claims 11
- -1 perfluoroalkylene Chemical group 0.000 claims 9
- 125000002947 alkylene group Chemical group 0.000 claims 8
- 229920001774 Perfluoroether Polymers 0.000 claims 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims 6
- 125000004474 heteroalkylene group Chemical group 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims 5
- 229920006317 cationic polymer Polymers 0.000 claims 4
- 230000007935 neutral effect Effects 0.000 claims 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000005549 heteroarylene group Chemical group 0.000 claims 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 3
- 229920000554 ionomer Polymers 0.000 claims 3
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- 229910002651 NO3 Inorganic materials 0.000 claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 2
- 229910019142 PO4 Inorganic materials 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 2
- 150000001450 anions Chemical class 0.000 claims 2
- 150000001556 benzimidazoles Chemical class 0.000 claims 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 2
- 125000001188 haloalkyl group Chemical group 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 2
- 239000010452 phosphate Substances 0.000 claims 2
- 150000003839 salts Chemical group 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 2
- WRTMQOHKMFDUKX-UHFFFAOYSA-N triiodide Chemical compound I[I-]I WRTMQOHKMFDUKX-UHFFFAOYSA-N 0.000 claims 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000000446 fuel Substances 0.000 claims 1
- 238000007306 functionalization reaction Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000012528 membrane Substances 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000003880 polar aprotic solvent Substances 0.000 claims 1
- 229920005604 random copolymer Polymers 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201461979989P | 2014-04-15 | 2014-04-15 | |
| US61/979,989 | 2014-04-15 | ||
| PCT/CA2015/000248 WO2015157848A1 (en) | 2014-04-15 | 2015-04-15 | Hydroxide-stable ionenes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017511415A JP2017511415A (ja) | 2017-04-20 |
| JP2017511415A5 true JP2017511415A5 (OSRAM) | 2018-04-19 |
| JP6506777B2 JP6506777B2 (ja) | 2019-04-24 |
Family
ID=54323305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016562216A Active JP6506777B2 (ja) | 2014-04-15 | 2015-04-15 | ヒドロキシド安定性イオネン |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US10005886B2 (OSRAM) |
| EP (1) | EP3131951B1 (OSRAM) |
| JP (1) | JP6506777B2 (OSRAM) |
| CN (1) | CN106255715B (OSRAM) |
| CA (1) | CA2982373C (OSRAM) |
| DK (1) | DK3131951T3 (OSRAM) |
| ES (1) | ES2683876T3 (OSRAM) |
| IL (1) | IL248180A0 (OSRAM) |
| PL (1) | PL3131951T3 (OSRAM) |
| PT (1) | PT3131951T (OSRAM) |
| WO (1) | WO2015157848A1 (OSRAM) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA3009698A1 (en) * | 2016-01-08 | 2017-07-13 | Simon Fraser University | Poly(phenylene) and m-terphenyl as protecting groups for benzimidazolium hydroxides |
| US20190202991A1 (en) | 2016-05-02 | 2019-07-04 | Simon Fraser University | Energy conversion devices including stable ionenes |
| LT3490976T (lt) * | 2016-07-29 | 2023-09-25 | Simon Fraser University | Stabilūs poli(imidazolio) hidroksidai |
| US11230626B2 (en) | 2016-08-04 | 2022-01-25 | Simon Fraser University | Crosslinking of hydroxide stable, polybenzimidazoliums and polyimidazoliums membranes and ionomers |
| JP2020513054A (ja) | 2017-04-10 | 2020-04-30 | サイモン フレーザー 大学Ｓｉｍｏｎ Ｆｒａｓｅｒ Ｕｎｉｖｅｒｓｉｔｙ | ポリフェニレン、並びにこれらの製造方法及び使用 |
| WO2019070523A1 (en) * | 2017-10-04 | 2019-04-11 | Ih Ip Holdings Limited | CONFIRMATION OF DEFECTS INDUCED BY GAS LOADING BY COMPLEX IMPEDANCE SPECTROSCOPY |
| CN109180483B (zh) * | 2018-09-14 | 2022-04-19 | 上海博栋化学科技有限公司 | 一种合成六甲基三联苯二甲酯的方法 |
| IL305859A (en) | 2021-03-19 | 2023-11-01 | Ionomr Innovations Inc | Antiviral and antimicrobial coatings and their methods |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009087687A (ja) * | 2007-09-28 | 2009-04-23 | Sanyo Chem Ind Ltd | ガス電極 |
| CN101357984B (zh) * | 2008-09-23 | 2010-10-20 | 吉林大学 | 侧链含苯并咪唑基团的磺化聚芳醚酮聚合物及其制备方法 |
| WO2013149328A1 (en) * | 2012-04-04 | 2013-10-10 | Simon Fraser University | Anion-conducting polymer |
| CN103073719B (zh) * | 2013-01-23 | 2015-04-29 | 中国科学技术大学 | 一种侧链磺酸化的聚苯并咪唑及其制备方法 |
| CN103709403A (zh) * | 2014-01-14 | 2014-04-09 | 北京中聚科技有限公司 | 聚苯并咪唑的程序升温式熔融聚合法 |
-
2015
- 2015-04-15 CN CN201580022956.4A patent/CN106255715B/zh active Active
- 2015-04-15 DK DK15780051.7T patent/DK3131951T3/en active
- 2015-04-15 CA CA2982373A patent/CA2982373C/en active Active
- 2015-04-15 WO PCT/CA2015/000248 patent/WO2015157848A1/en not_active Ceased
- 2015-04-15 US US15/304,464 patent/US10005886B2/en active Active
- 2015-04-15 PT PT15780051T patent/PT3131951T/pt unknown
- 2015-04-15 EP EP15780051.7A patent/EP3131951B1/en active Active
- 2015-04-15 ES ES15780051.7T patent/ES2683876T3/es active Active
- 2015-04-15 PL PL15780051T patent/PL3131951T3/pl unknown
- 2015-04-15 JP JP2016562216A patent/JP6506777B2/ja active Active
-
2016
- 2016-10-05 IL IL248180A patent/IL248180A0/en unknown
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