JP2022159255A5 - - Google Patents
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- JP2022159255A5 JP2022159255A5 JP2022061749A JP2022061749A JP2022159255A5 JP 2022159255 A5 JP2022159255 A5 JP 2022159255A5 JP 2022061749 A JP2022061749 A JP 2022061749A JP 2022061749 A JP2022061749 A JP 2022061749A JP 2022159255 A5 JP2022159255 A5 JP 2022159255A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- crosslinked polymer
- polymer network
- quaternary ammonium
- acrylate
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 claims description 44
- 239000000178 monomer Substances 0.000 claims description 21
- -1 quaternary ammonium ions Chemical class 0.000 claims description 21
- 229920006037 cross link polymer Polymers 0.000 claims description 18
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- 239000003431 cross linking reagent Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 238000010526 radical polymerization reaction Methods 0.000 claims description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- 239000004971 Cross linker Substances 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 239000003463 adsorbent Substances 0.000 claims description 4
- 239000004964 aerogel Substances 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 claims description 3
- VBHXIMACZBQHPX-UHFFFAOYSA-N 2,2,2-trifluoroethyl prop-2-enoate Chemical compound FC(F)(F)COC(=O)C=C VBHXIMACZBQHPX-UHFFFAOYSA-N 0.000 claims description 3
- HBZFBSFGXQBQTB-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F HBZFBSFGXQBQTB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 claims description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 3
- 238000010560 atom transfer radical polymerization reaction Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 239000011148 porous material Substances 0.000 claims description 3
- BKZFVHIMLVBUGP-UHFFFAOYSA-N (2-prop-2-enoyloxyphenyl) prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1OC(=O)C=C BKZFVHIMLVBUGP-UHFFFAOYSA-N 0.000 claims description 2
- MTPIZGPBYCHTGQ-UHFFFAOYSA-N 2-[2,2-bis(2-prop-2-enoyloxyethoxymethyl)butoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCC(CC)(COCCOC(=O)C=C)COCCOC(=O)C=C MTPIZGPBYCHTGQ-UHFFFAOYSA-N 0.000 claims description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 2
- RUACIFFMSHZUKZ-UHFFFAOYSA-O 3-Acrylamidopropyl trimethylammonium Chemical compound C[N+](C)(C)CCCNC(=O)C=C RUACIFFMSHZUKZ-UHFFFAOYSA-O 0.000 claims description 2
- UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical class CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 claims description 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 2
- 101710141544 Allatotropin-related peptide Proteins 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 239000012988 Dithioester Substances 0.000 claims description 2
- VLWPYKSRTLEUHU-UHFFFAOYSA-N FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(OC(=O)C=C)OC(=O)C=C Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(OC(=O)C=C)OC(=O)C=C VLWPYKSRTLEUHU-UHFFFAOYSA-N 0.000 claims description 2
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 2
- PYEUVNUNSJUYRP-UHFFFAOYSA-N [2-(2-methylprop-2-enoyloxy)phenyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1OC(=O)C(C)=C PYEUVNUNSJUYRP-UHFFFAOYSA-N 0.000 claims description 2
- INXWLSDYDXPENO-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CO)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C INXWLSDYDXPENO-UHFFFAOYSA-N 0.000 claims description 2
- XRMBQHTWUBGQDN-UHFFFAOYSA-N [2-[2,2-bis(prop-2-enoyloxymethyl)butoxymethyl]-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CC)COCC(CC)(COC(=O)C=C)COC(=O)C=C XRMBQHTWUBGQDN-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 125000005262 alkoxyamine group Chemical class 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 239000012990 dithiocarbamate Substances 0.000 claims description 2
- 150000004659 dithiocarbamates Chemical class 0.000 claims description 2
- 125000005022 dithioester group Chemical group 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Chemical class CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 150000003573 thiols Chemical class 0.000 claims description 2
- 239000012989 trithiocarbonate Substances 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 239000012991 xanthate Substances 0.000 claims description 2
- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical compound C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 description 14
- 238000003795 desorption Methods 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012705 nitroxide-mediated radical polymerization Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000012712 reversible addition−fragmentation chain-transfer polymerization Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000007155 step growth polymerization reaction Methods 0.000 description 1
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US202163170008P | 2021-04-02 | 2021-04-02 | |
| US63/170,008 | 2021-04-02 | ||
| US17/688,508 | 2022-03-07 | ||
| US17/688,508 US12491494B2 (en) | 2021-04-02 | 2022-03-07 | Moisture swing CO2 sorbents with enhanced capacity and kinetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2022159255A JP2022159255A (ja) | 2022-10-17 |
| JP2022159255A5 true JP2022159255A5 (https=) | 2025-03-28 |
Family
ID=80953507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022061749A Pending JP2022159255A (ja) | 2021-04-02 | 2022-04-01 | 容量及び動態が増強された水分スイングｃｏ２吸着剤 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US12491494B2 (https=) |
| EP (1) | EP4066936B1 (https=) |
| JP (1) | JP2022159255A (https=) |
| CN (1) | CN115193415A (https=) |
| TW (1) | TW202239469A (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024157938A1 (ja) * | 2023-01-26 | 2024-08-02 | 国立大学法人茨城大学 | 二酸化炭素回収方法、及び、二酸化炭素回収装置 |
| WO2025155645A1 (en) * | 2024-01-15 | 2025-07-24 | Arizona Board Of Regents On Behalf Of Arizona State University | A recyclable covalent adaptable network for direct air capture and method for producing and using the same |
| US20250375751A1 (en) * | 2024-06-06 | 2025-12-11 | Ge Infrastructure Technology Llc | Sorbent compositions, systems, and methods |
| CN119140074B (zh) * | 2024-11-12 | 2025-02-25 | 深碳科技(深圳)有限公司 | 一种湿度响应型co2分离材料及其制备与应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5837017A (ja) * | 1981-08-28 | 1983-03-04 | Nippon Kayaku Co Ltd | 球状陰イオン交換樹脂の製造法 |
| US5583162A (en) * | 1994-06-06 | 1996-12-10 | Biopore Corporation | Polymeric microbeads and method of preparation |
| IT1267493B1 (it) * | 1994-11-10 | 1997-02-05 | P & G Spa | Polimero cationico, ad esempio di tipo superassorbente, procedimento ed uso relativi. |
| GB2374072B (en) | 2000-06-16 | 2004-09-22 | Nippon Catalytic Chem Ind | Crosslinked polymer method for manufacturing it and use thereof |
| JP4004756B2 (ja) * | 2000-07-26 | 2007-11-07 | 株式会社日本触媒 | 高分子架橋体およびその製造方法並びに使用方法および架橋剤 |
| US8710111B2 (en) * | 2007-11-09 | 2014-04-29 | 3M Innovative Properties Company | Porous polymeric resins |
| MX339437B (es) | 2008-02-19 | 2016-05-26 | Global Res Technologies Llc | Extraccion y formacion de complejos del dioxido de carbono. |
| US9283510B2 (en) * | 2011-08-22 | 2016-03-15 | The Trustees Of Columbia University In The City Of New York | Method for producing a moisture swing sorbent for carbon dioxide capture from air |
| US9856334B2 (en) * | 2016-01-12 | 2018-01-02 | King Fahd University Of Petroleum And Minerals | Cyclopolymeric zwitterion-dianionic resin and synthesis and uses thereof |
| US10421253B2 (en) | 2016-10-05 | 2019-09-24 | Palo Alto Research Center Incorporated | Polymer aerogel for window glazings |
| US10626224B2 (en) | 2017-10-09 | 2020-04-21 | Palo Alto Research Center Incorporated | Method to produce transparent polymer aerogels using chain transfer agents |
| US11918711B2 (en) * | 2018-01-19 | 2024-03-05 | Industry-University Cooperation Foundation Hanyang University | Aerogel carrying active material and composite of hydrogel and the aerogel |
| US10836855B2 (en) | 2018-07-26 | 2020-11-17 | Palo Alto Research Center Incorporated | Method to produce colorless, high porosity, transparent polymer aerogels |
| CN110354827A (zh) * | 2019-08-28 | 2019-10-22 | 北京林业大学 | 一种磁性水凝胶吸附材料的合成方法 |
| US11612852B2 (en) | 2020-05-28 | 2023-03-28 | Palo Alto Research Center Incorporated | Tunable, rapid uptake, aminopolymer aerogel sorbent for direct air capture of CO2 |
-
2022
- 2022-03-07 US US17/688,508 patent/US12491494B2/en active Active
- 2022-03-28 EP EP22164651.6A patent/EP4066936B1/en active Active
- 2022-03-31 TW TW111112410A patent/TW202239469A/zh unknown
- 2022-04-01 CN CN202210347689.XA patent/CN115193415A/zh active Pending
- 2022-04-01 JP JP2022061749A patent/JP2022159255A/ja active Pending
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