JP2020015902A5 - - Google Patents
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- JP2020015902A5 JP2020015902A5 JP2019121320A JP2019121320A JP2020015902A5 JP 2020015902 A5 JP2020015902 A5 JP 2020015902A5 JP 2019121320 A JP2019121320 A JP 2019121320A JP 2019121320 A JP2019121320 A JP 2019121320A JP 2020015902 A5 JP2020015902 A5 JP 2020015902A5
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- JP
- Japan
- Prior art keywords
- solvent
- precursor
- precursor solution
- initiator
- free radical
- 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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- 239000002243 precursor Substances 0.000 claims 30
- 238000000034 method Methods 0.000 claims 29
- 239000002904 solvent Substances 0.000 claims 25
- 150000003254 radicals Chemical class 0.000 claims 18
- 239000003999 initiator Substances 0.000 claims 17
- 229920006037 cross link polymer Polymers 0.000 claims 10
- 239000000499 gel Substances 0.000 claims 10
- 229920000642 polymer Polymers 0.000 claims 10
- 238000006116 polymerization reaction Methods 0.000 claims 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 6
- 230000015556 catabolic process Effects 0.000 claims 6
- 239000003638 chemical reducing agent Substances 0.000 claims 6
- 238000006731 degradation reaction Methods 0.000 claims 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 6
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 4
- 238000000354 decomposition reaction Methods 0.000 claims 4
- 238000010438 heat treatment Methods 0.000 claims 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- 125000005262 alkoxyamine group Chemical group 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- -1 methacrylic acid radical Chemical class 0.000 claims 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000000178 monomer Substances 0.000 claims 2
- 238000005979 thermal decomposition reaction Methods 0.000 claims 2
- 239000008096 xylene Substances 0.000 claims 2
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 claims 1
- HSOOIVBINKDISP-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(CCC)OC(=O)C(C)=C HSOOIVBINKDISP-UHFFFAOYSA-N 0.000 claims 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims 1
- PNJLSKTVCRNRBO-UHFFFAOYSA-N 1-tert-butylperoxy-2,5-dimethylhexane Chemical compound CC(C)CCC(C)COOC(C)(C)C PNJLSKTVCRNRBO-UHFFFAOYSA-N 0.000 claims 1
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 claims 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 claims 1
- UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical compound CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 claims 1
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 1
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 claims 1
- 238000007605 air drying Methods 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- 230000001588 bifunctional effect Effects 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000003431 cross linking reagent Substances 0.000 claims 1
- 230000003635 deoxygenating effect Effects 0.000 claims 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 125000001976 hemiacetal group Chemical group 0.000 claims 1
- 230000000977 initiatory effect Effects 0.000 claims 1
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 claims 1
- XVWOLKBRGCIQGK-UHFFFAOYSA-N n-tert-butyl-1-diethoxyphosphoryl-n-$l^{1}-oxidanyl-2,2-dimethylpropan-1-amine Chemical compound CCOP(=O)(OCC)C(N([O])C(C)(C)C)C(C)(C)C XVWOLKBRGCIQGK-UHFFFAOYSA-N 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 230000003068 static effect Effects 0.000 claims 1
- 238000002210 supercritical carbon dioxide drying Methods 0.000 claims 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16/046,692 | 2018-07-26 | ||
| US16/046,692 US10836855B2 (en) | 2018-07-26 | 2018-07-26 | Method to produce colorless, high porosity, transparent polymer aerogels |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2020015902A JP2020015902A (ja) | 2020-01-30 |
| JP2020015902A5 true JP2020015902A5 (https=) | 2022-06-30 |
Family
ID=67438425
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019121320A Pending JP2020015902A (ja) | 2018-07-26 | 2019-06-28 | 無色で高多孔性の透明なポリマーエアロゲルを製造する方法 |
Country Status (3)
| Country | Link |
|---|---|
| US (2) | US10836855B2 (https=) |
| EP (1) | EP3599258B1 (https=) |
| JP (1) | JP2020015902A (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10836855B2 (en) | 2018-07-26 | 2020-11-17 | Palo Alto Research Center Incorporated | Method to produce colorless, high porosity, transparent polymer aerogels |
| US11614409B2 (en) | 2018-12-20 | 2023-03-28 | Palo Alto Research Center Incorporated | Printed sensor with vibrant colorimetric particles |
| 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 |
| US12270569B2 (en) | 2021-03-11 | 2025-04-08 | Palo Alto Research Center Incorporated | Reversible water-absorbing constructs comprising phase-change polymer filaments |
| US12491494B2 (en) | 2021-04-02 | 2025-12-09 | Genesee Valley Innovations, LLC | Moisture swing CO2 sorbents with enhanced capacity and kinetics |
| US11965793B2 (en) | 2021-05-18 | 2024-04-23 | Xerox Corporation | Stress engineering of transparent materials |
| CN120865650A (zh) * | 2025-09-28 | 2025-10-31 | 天津嘉泰伟业化工有限公司 | 一种低溶剂残留可发性聚苯乙烯材料及其制备方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2736342B1 (fr) | 1995-07-07 | 1999-01-29 | Univ Claude Bernard Lyon | Procede pour la fabrication d'aerogels de silice monolithiques et aerogels de silice ainsi obtenus |
| JP3296153B2 (ja) | 1995-09-06 | 2002-06-24 | 住友化学工業株式会社 | スチレン系重合体の製造方法、スチレン系樹脂組成物及びその成形品 |
| US5891971A (en) * | 1997-08-15 | 1999-04-06 | Xerox Corporation | Polymerization processes |
| DE69936408T2 (de) | 1998-03-12 | 2007-12-06 | Lucite International Uk Ltd., Southampton | Polymerzusammensetzung |
| US6716948B1 (en) | 1999-07-31 | 2004-04-06 | Symyx Technologies, Inc. | Controlled-architecture polymers and use thereof as separation media |
| JP2004182944A (ja) * | 2002-12-06 | 2004-07-02 | Denki Kagaku Kogyo Kk | 樹脂組成物及びシュリンクフィルム |
| US7732496B1 (en) | 2004-11-03 | 2010-06-08 | Ohio Aerospace Institute | Highly porous and mechanically strong ceramic oxide aerogels |
| JP5292571B2 (ja) * | 2005-10-07 | 2013-09-18 | 国立大学法人京都大学 | 有機系多孔質体の製造方法および有機系多孔質カラムならびに有機系多孔質体 |
| US8110258B2 (en) | 2005-11-25 | 2012-02-07 | Advanced Glazing Technologies Limited (Agtl) | Glazing unit with transparent filler |
| WO2007068453A2 (en) * | 2005-12-14 | 2007-06-21 | Novartis Ag | Method for preparing silicone hydrogels |
| US8663742B2 (en) | 2008-06-30 | 2014-03-04 | Stc.Unm | Durable polymer-aerogel based superhydrophobic coatings, a composite material |
| WO2010080238A2 (en) | 2008-12-18 | 2010-07-15 | 3M Innovative Properties Company | Telechelic hybrid aerogels |
| US8691883B2 (en) | 2009-02-11 | 2014-04-08 | Samsung Electronics Co., Ltd. | Aerogel-foam composites |
| WO2012154602A1 (en) | 2011-05-06 | 2012-11-15 | Showers Robert James | Aerogel window film system |
| US9931280B2 (en) * | 2013-10-03 | 2018-04-03 | Dentsply Sirona Inc. | Dental composite compositions for reduced shrinkage stress |
| US10421253B2 (en) | 2016-10-05 | 2019-09-24 | Palo Alto Research Center Incorporated | Polymer aerogel for window glazings |
| WO2019006184A1 (en) * | 2017-06-29 | 2019-01-03 | Blueshift Materials, Inc. | POLYMER AEROGELS BASED ON HYPER-RAMIFIED POSS |
| US10626224B2 (en) | 2017-10-09 | 2020-04-21 | Palo Alto Research Center Incorporated | Method to produce transparent polymer aerogels using chain transfer agents |
| US10836855B2 (en) | 2018-07-26 | 2020-11-17 | Palo Alto Research Center Incorporated | Method to produce colorless, high porosity, transparent polymer aerogels |
-
2018
- 2018-07-26 US US16/046,692 patent/US10836855B2/en active Active
-
2019
- 2019-06-28 JP JP2019121320A patent/JP2020015902A/ja active Pending
- 2019-07-22 EP EP19187670.5A patent/EP3599258B1/en active Active
-
2020
- 2020-10-13 US US17/069,611 patent/US11760824B2/en active Active
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