RU2020112290A - Полимер, содержащий фторсульфонильную группу или группу сульфоновой кислоты, способ его получения и его применение - Google Patents
Полимер, содержащий фторсульфонильную группу или группу сульфоновой кислоты, способ его получения и его применение Download PDFInfo
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- RU2020112290A RU2020112290A RU2020112290A RU2020112290A RU2020112290A RU 2020112290 A RU2020112290 A RU 2020112290A RU 2020112290 A RU2020112290 A RU 2020112290A RU 2020112290 A RU2020112290 A RU 2020112290A RU 2020112290 A RU2020112290 A RU 2020112290A
- Authority
- RU
- Russia
- Prior art keywords
- polymer containing
- sulfonic acid
- acid group
- membrane
- group
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims 24
- 238000000034 method Methods 0.000 title claims 3
- 150000003460 sulfonic acids Chemical group 0.000 title 1
- 125000000542 sulfonic acid group Chemical group 0.000 claims 24
- 239000012528 membrane Substances 0.000 claims 13
- -1 fluorosulfonyl group Chemical group 0.000 claims 8
- 239000002253 acid Substances 0.000 claims 5
- 239000005518 polymer electrolyte Substances 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 4
- 239000007788 liquid Substances 0.000 claims 4
- 229920002313 fluoropolymer Polymers 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 238000001035 drying Methods 0.000 claims 2
- 238000005868 electrolysis reaction Methods 0.000 claims 2
- 239000000446 fuel Substances 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 238000005342 ion exchange Methods 0.000 claims 2
- 239000003014 ion exchange membrane Substances 0.000 claims 2
- 125000006551 perfluoro alkylene group Chemical group 0.000 claims 2
- 239000012779 reinforcing material Substances 0.000 claims 2
- 239000011347 resin Substances 0.000 claims 2
- 229920005989 resin Polymers 0.000 claims 2
- 150000003839 salts Chemical group 0.000 claims 2
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000005341 cation exchange Methods 0.000 claims 1
- 230000009477 glass transition Effects 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 229910021645 metal ion Inorganic materials 0.000 claims 1
- 230000035699 permeability Effects 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0093—Chemical modification
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/02—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01D—SEPARATION
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- B01D69/14—Dynamic membranes
- B01D69/141—Heterogeneous membranes, e.g. containing dispersed material; Mixed matrix membranes
- B01D69/145—Heterogeneous membranes, e.g. containing dispersed material; Mixed matrix membranes containing embedded catalysts
-
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/30—Polyalkenyl halides
- B01D71/32—Polyalkenyl halides containing fluorine atoms
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- B01D71/06—Organic material
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- B01D71/32—Polyalkenyl halides containing fluorine atoms
- B01D71/36—Polytetrafluoroethene
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- B01D71/06—Organic material
- B01D71/76—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
- B01D71/82—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74 characterised by the presence of specified groups, e.g. introduced by chemical after-treatment
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/16—Organic material
- B01J39/18—Macromolecular compounds
- B01J39/20—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
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- C—CHEMISTRY; METALLURGY
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- C07C309/78—Halides of sulfonic acids
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Claims (33)
1. Полимер, содержащий фторсульфонильную группу, имеющий звенья, представленные следующей формулой u1:
где RF1 и RF2 представляют собой C1-3 перфторалкиленовую группу.
2. Полимер, содержащий фторсульфонильную группу, по п. 1, который дополнительно содержит звенья на основе тетрафторэтилена.
3. Полимер, содержащий фторсульфонильную группу, по п. 1 или 2, который имеет объемную скорость потока (значение TQ) от 200°С до 330°С.
4. Полимер, содержащий фторсульфонильную группу, по любому из пп. 1-3, который имеет температуру стеклования (Tg) от 5°С до 70°С.
5. Полимер, содержащий группу сульфоновой кислоты, имеющий звенья, представленные следующей формулой u2:
где RF1 и RF2 представляют собой C1-3 перфторалкиленовую группу, и Z+ представляет собой H+, ион металла или ион аммония.
6. Полимер, содержащий группу сульфоновой кислоты, по п. 5, который дополнительно содержит звенья на основе тетрафторэтилена.
7. Полимер, содержащий группу сульфоновой кислоты, по п. 5 или 6, который имеет ионообменную емкость от 0,5 до 2,5 мэкв/г сухой смолы.
8. Полимер, содержащий группу сульфоновой кислоты, по любому из пп. 5-7, который имеет температуру размягчения от 100°С до 180°С.
9. Полимер, содержащий группу сульфоновой кислоты, по любому из пп. 5-8, который имеет содержание влаги (в расчете на массу) от 30 до 300%.
10. Способ получения полимера, содержащего группу сульфоновой кислоты, который включает в себя гидролиз фторсульфонильных групп в полимере, содержащем фторсульфонильные группы, как определено в любом из пп. 1-4, в группы сульфоновой кислоты в форме соли, или формирование групп сульфоновой кислоты в форме соли в группы сульфоновой кислоты в кислотной форме.
11. Способ получения полимера, содержащего группы сульфоновой кислоты, по п. 10, в котором полимер, содержащий группы сульфоновой кислоты, после гидролиза или превращения в кислотную форму обрабатывают раствором перекиси водорода.
12. Жидкая композиция, которая содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9, и жидкую среду.
13. Мембрана, которая содержит полимер, содержащий группу сульфоновой кислоты, по любому из пп. 5-9.
14. Мембрана по п. 13, которая дополнительно содержит армирующий материал.
15. Способ получения мембраны, который включает в себя нанесение жидкой композиции по п. 12, на подложку с последующей сушкой.
16. Способ получения мембраны, который включает в себя экструдирование полимера, содержащего фторсульфонильную группу, как определено в любом из пп. 1-4, в форму мембраны и преобразование фторсульфонильных групп в группы сульфоновой кислоты.
17. Способ получения мембраны, который включает в себя пропитку армирующего материала жидкой композицией по п. 12 с последующей сушкой.
18. Мембрана из полимерного электролита, которая содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9.
19. Слой катализатора, который содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9, и катализатор.
20. Узел мембрана/электрод, в котором, по меньшей мере, один элемент, выбранный из группы, состоящей из слоя катализатора катода, слоя катализатора анода и мембраны из полимерного электролита, содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9.
21. Топливный элемент с полимерным электролитом, имеющий узел мембрана/электрод, как определено в п. 20.
22. Катионообменная мембрана для электролиза хлорида щелочного металла, которая содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9.
23. Ионообменная мембрана для электролиза воды, которая содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9.
24. Диафрагма для вторичного топливного элемента окислительно-восстановительного потока, которая содержит полимер, содержащий группы сульфоновой кислоты, как определено в любом из пп. 5-9.
25. Ионообменная мембрана для электрохимического водородного насоса, которая содержит полимер, содержащий группу сульфоновой кислоты, как определено в любом из пп. 5-9.
26. Фторуглеродный полимер, содержащий группу сульфоновой кислоты, в кислотной форме, который имеет коэффициент проницаемости для газообразного водорода не более 2,9×10-9 см3·см/(с·см2·см рт. ст.) в условиях температуры 80°C и относительной влажности 10%.
27. Фторуглеродный полимер, содержащий группу сульфоновой кислоты, в кислотной форме по п. 26, который имеет ионообменную емкость по меньшей мере 0,9 мэкв/г сухой смолы.
28. Мембрана из полимерного электролита, которая содержит фторуглеродный полимер, содержащий группу сульфоновой кислоты, в кислотной форме, как определено в п. 26 или 27.
29. Мембрана из полимерного электролита по п. 28, которая имеет толщину от 5 до 200 мкм.
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CN111065624B (zh) | 2022-07-26 |
JP2022044614A (ja) | 2022-03-17 |
WO2019045064A1 (ja) | 2019-03-07 |
RU2771278C2 (ru) | 2022-04-29 |
US20200190233A1 (en) | 2020-06-18 |
US11414502B2 (en) | 2022-08-16 |
EP3677570B1 (en) | 2023-11-08 |
JPWO2019045063A1 (ja) | 2020-10-01 |
KR20200047516A (ko) | 2020-05-07 |
CN111051368B (zh) | 2022-04-12 |
KR102616339B1 (ko) | 2023-12-20 |
RU2020112290A3 (ru) | 2021-10-01 |
EP3677571A1 (en) | 2020-07-08 |
RU2766150C2 (ru) | 2022-02-08 |
JPWO2019045064A1 (ja) | 2020-10-29 |
WO2019045063A1 (ja) | 2019-03-07 |
CN111065624A (zh) | 2020-04-24 |
RU2020112285A (ru) | 2021-10-04 |
JP7238957B2 (ja) | 2023-03-14 |
US20200190025A1 (en) | 2020-06-18 |
EP3677570A4 (en) | 2021-06-16 |
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