JPWO2020150457A5 - - Google Patents
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- JPWO2020150457A5 JPWO2020150457A5 JP2021539566A JP2021539566A JPWO2020150457A5 JP WO2020150457 A5 JPWO2020150457 A5 JP WO2020150457A5 JP 2021539566 A JP2021539566 A JP 2021539566A JP 2021539566 A JP2021539566 A JP 2021539566A JP WO2020150457 A5 JPWO2020150457 A5 JP WO2020150457A5
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- dendrimer
- fluid stream
- polyamine
- metal
- aqueous fluid
- Prior art date
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- 239000000412 dendrimer Substances 0.000 claims 22
- 229920000736 dendritic polymer Polymers 0.000 claims 22
- 239000012530 fluid Substances 0.000 claims 21
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 16
- 238000000034 method Methods 0.000 claims 16
- 229910052751 metal Inorganic materials 0.000 claims 14
- 239000002184 metal Substances 0.000 claims 14
- 229920000768 polyamine Polymers 0.000 claims 12
- 239000003463 adsorbent Substances 0.000 claims 9
- 230000000875 corresponding Effects 0.000 claims 8
- 239000011669 selenium Substances 0.000 claims 8
- 229910052742 iron Inorganic materials 0.000 claims 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 6
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 6
- 229910052698 phosphorus Inorganic materials 0.000 claims 6
- 239000011574 phosphorus Substances 0.000 claims 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 6
- 229920002873 Polyethylenimine Polymers 0.000 claims 5
- 150000002739 metals Chemical class 0.000 claims 5
- 239000003929 acidic solution Substances 0.000 claims 4
- -1 aminophosphoryl group Chemical group 0.000 claims 4
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 4
- 229910052785 arsenic Inorganic materials 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 239000003637 basic solution Substances 0.000 claims 4
- 239000010949 copper Substances 0.000 claims 4
- 229910001385 heavy metal Inorganic materials 0.000 claims 4
- 239000011777 magnesium Substances 0.000 claims 4
- 239000011572 manganese Substances 0.000 claims 4
- 229920000333 poly(propyleneimine) Polymers 0.000 claims 4
- 229910052761 rare earth metal Inorganic materials 0.000 claims 4
- 150000002910 rare earth metals Chemical class 0.000 claims 4
- 230000001172 regenerating Effects 0.000 claims 4
- BUGBHKTXTAQXES-UHFFFAOYSA-N selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims 4
- 229910052711 selenium Inorganic materials 0.000 claims 4
- 239000007787 solid Substances 0.000 claims 4
- 239000011701 zinc Substances 0.000 claims 4
- 229910052684 Cerium Inorganic materials 0.000 claims 2
- 229910052692 Dysprosium Inorganic materials 0.000 claims 2
- 229910052691 Erbium Inorganic materials 0.000 claims 2
- 229910052693 Europium Inorganic materials 0.000 claims 2
- UIWYJDYFSGRHKR-UHFFFAOYSA-N Gadolinium Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims 2
- 229910052688 Gadolinium Inorganic materials 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 229910052689 Holmium Inorganic materials 0.000 claims 2
- 229910052765 Lutetium Inorganic materials 0.000 claims 2
- QEFYFXOXNSNQGX-UHFFFAOYSA-N Neodymium Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims 2
- 229910052779 Neodymium Inorganic materials 0.000 claims 2
- 229910052777 Praseodymium Inorganic materials 0.000 claims 2
- 229910052773 Promethium Inorganic materials 0.000 claims 2
- 229910052772 Samarium Inorganic materials 0.000 claims 2
- 229910052771 Terbium Inorganic materials 0.000 claims 2
- 229910052775 Thulium Inorganic materials 0.000 claims 2
- 229910052769 Ytterbium Inorganic materials 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 238000003914 acid mine drainage Methods 0.000 claims 2
- 229910052782 aluminium Inorganic materials 0.000 claims 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 2
- BWKOZPVPARTQIV-UHFFFAOYSA-N azanium;hydron;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [NH4+].OC(=O)CC(O)(C(O)=O)CC([O-])=O BWKOZPVPARTQIV-UHFFFAOYSA-N 0.000 claims 2
- 235000012206 bottled water Nutrition 0.000 claims 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims 2
- 229910052793 cadmium Inorganic materials 0.000 claims 2
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 claims 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 2
- 229910052802 copper Inorganic materials 0.000 claims 2
- 239000003651 drinking water Substances 0.000 claims 2
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 claims 2
- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 claims 2
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 claims 2
- 238000011010 flushing procedure Methods 0.000 claims 2
- KJZYNXUDTRRSPN-UHFFFAOYSA-N holmium Chemical compound [Ho] KJZYNXUDTRRSPN-UHFFFAOYSA-N 0.000 claims 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 2
- 239000010842 industrial wastewater Substances 0.000 claims 2
- 150000002505 iron Chemical class 0.000 claims 2
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims 2
- 229910052746 lanthanum Inorganic materials 0.000 claims 2
- OHSVLFRHMCKCQY-UHFFFAOYSA-N lutetium Chemical compound [Lu] OHSVLFRHMCKCQY-UHFFFAOYSA-N 0.000 claims 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 2
- 229910052749 magnesium Inorganic materials 0.000 claims 2
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 2
- 229910052748 manganese Inorganic materials 0.000 claims 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 2
- 229910052753 mercury Inorganic materials 0.000 claims 2
- 239000010841 municipal wastewater Substances 0.000 claims 2
- 229910052759 nickel Inorganic materials 0.000 claims 2
- PUDIUYLPXJFUGB-UHFFFAOYSA-N praseodymium Chemical compound [Pr] PUDIUYLPXJFUGB-UHFFFAOYSA-N 0.000 claims 2
- VQMWBBYLQSCNPO-UHFFFAOYSA-N promethium Chemical compound [Pm] VQMWBBYLQSCNPO-UHFFFAOYSA-N 0.000 claims 2
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 claims 2
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 claims 2
- 229910052706 scandium Inorganic materials 0.000 claims 2
- 239000010802 sludge Substances 0.000 claims 2
- GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 claims 2
- FRNOGLGSGLTDKL-UHFFFAOYSA-N thulium Chemical compound [Tm] FRNOGLGSGLTDKL-UHFFFAOYSA-N 0.000 claims 2
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 claims 2
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims 2
- 229910052727 yttrium Inorganic materials 0.000 claims 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 2
- 229910052725 zinc Inorganic materials 0.000 claims 2
- 230000002378 acidificating Effects 0.000 claims 1
- 230000014759 maintenance of location Effects 0.000 claims 1
- 230000000717 retained Effects 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
Claims (36)
I
[上記式中、Wは、リン系のデンドリマーコアであり、Xは、多官能芳香族リンカーであり、Yは、存在しても存在しなくてもよく、存在する場合は、多官能芳香族リンカーに結合した多官能アミノホスホリル基であり、Zは、ジアミノアルキル基、ポリアルキルアミノ基、Mwが400~約1,000,000の範囲であるポリエチレンイミン、またはポリプロピレンイミンであり、jおよびkは、分岐点の多重度に対応する数値であり、その値は独立して1~10の範囲であり、lは、分岐点の多重度に対応する数値であり、その値は2~10の範囲である]を有するポリアミンリンデンドリマー(P-デンドリマー)と接触させることを含む、方法。 A method for removing metals from an aqueous fluid stream comprising the step of formula I:
I
[In the above formula, W is a phosphorus-based dendrimer core, X is a polyfunctional aromatic linker, Y may or may not be present, and if present, a polyfunctional aromatic a polyfunctional aminophosphoryl group attached to the linker, Z is a diaminoalkyl group, a polyalkylamino group, a polyethyleneimine with Mw ranging from 400 to about 1,000,000, or a polypropyleneimine; j and k is a numerical value corresponding to the multiplicity of branch points, and its value independently ranges from 1 to 10. l is a numerical value corresponding to the multiplicity of branch points, and its value ranges from 2 to 10. is in the range].
I
[上記式中、Wは、リン系のデンドリマーコアであり、Xは、多官能芳香族リンカーであり、Yは、存在しても存在しなくてもよく、存在する場合は、多官能芳香族リンカーに結合した多官能アミノホスホリル基であり、Zは、ジアミノアルキル基、ポリアルキルアミノ基、ポリエチレンイミン、またはポリプロピレンイミンであり、jおよびkは、分岐点の多重度に対応する数値であり、その値は独立して1~10の範囲であり、lは、分岐点の多重度に対応する数値であり、その値は2~10の範囲である]を有するポリアミンリンデンドリマー(P-デンドリマー)と接触させることを含む、方法。 1. A method of adsorbing, separating, storing or sequestering metals from an aqueous fluid stream comprising the steps of: formula I:
I
[In the above formula, W is a phosphorus-based dendrimer core, X is a polyfunctional aromatic linker, Y may or may not be present, and if present, a polyfunctional aromatic a polyfunctional aminophosphoryl group attached to the linker, Z is a diaminoalkyl group, polyalkylamino group, polyethyleneimine, or polypropyleneimine, j and k are numerical values corresponding to the multiplicity of branching points; The value independently ranges from 1 to 10, l is a numerical value corresponding to the multiplicity of branching points, and the value ranges from 2 to 10]. A method comprising contacting with.
(a)式I:
I
[上記式中、Wは、リン系のデンドリマーコアであり、Xは、多官能芳香族リンカーであり、Yは、存在しても存在しなくてもよく、存在する場合は、多官能芳香族リンカーに結合した多官能アミノホスホリル基であり、Zは、ジアミノアルキル基、ポリアルキルアミノ基、Mwが400~約1,000,000の範囲であるポリエチレンイミン、またはポリプロピレンイミンであり、jおよびkは、分岐点の多重度に対応する数値であり、その値は独立して1~10の範囲であり、lは、分岐点の多重度に対応する数値であり、その値は2~10の範囲である]を有するポリアミンリンデンドリマー(P-デンドリマー)を含む吸着材を中に分散させたハウジングを提供するステップと、
(b)金属含有流が前記吸着材に接触するように、該金属含有流を前記ハウジングに通すステップと、
(c)前記ハウジングを濃縮酸性流で洗い流して、前記吸着材からその中に保持されている金属を脱着させ、脱着金属の溶液を形成するステップと、
(d)前記ハウジングを洗い流して、前記脱着金属を前記ハウジングから除去するステップと、
を含むプロセス。 A process for capturing and removing metals from an aqueous metal-containing stream comprising:
(a) Formula I:
I
[In the above formula, W is a phosphorus-based dendrimer core, X is a polyfunctional aromatic linker, Y may or may not be present, and if present, a polyfunctional aromatic a polyfunctional aminophosphoryl group attached to the linker, Z is a diaminoalkyl group, a polyalkylamino group, a polyethyleneimine with Mw ranging from 400 to about 1,000,000, or a polypropyleneimine; j and k is a numerical value corresponding to the multiplicity of branch points, and its value independently ranges from 1 to 10. l is a numerical value corresponding to the multiplicity of branch points, and its value ranges from 2 to 10. providing a housing having dispersed therein an adsorbent comprising a polyamine phosphorus dendrimer (P-dendrimer) having a
(b) passing the metal-containing stream through the housing such that the metal-containing stream contacts the adsorbent;
(c) flushing the housing with a concentrated acidic stream to desorb metals retained therein from the adsorbent to form a solution of desorbed metals;
(d) flushing the housing to remove the desorbed metal from the housing;
process including.
I
[上記式中、Wは、リン系のデンドリマーコアであり、Xは、多官能芳香族リンカーであり、Yは、存在しても存在しなくてもよく、存在する場合は、多官能芳香族リンカーに結合した多官能アミノホスホリル基であり、Zは、ジアミノアルキル基、ポリアルキルアミノ基、Mwが400~約1,000,000の範囲であるポリエチレンイミン、またはポリプロピレンイミンであり、jおよびkは、分岐点の多重度に対応する数値であり、その値は独立して1~10の範囲であり、lは、分岐点の多重度に対応する数値であり、その値は2~10の範囲である]を有するポリアミンリンデンドリマー(P-デンドリマー)を含む吸着材を含む、吸着材。 (a) iron II or iron III, and (b) formula I:
I
[In the above formula, W is a phosphorus-based dendrimer core, X is a polyfunctional aromatic linker, Y may or may not be present, and if present, a polyfunctional aromatic a polyfunctional aminophosphoryl group attached to the linker, Z is a diaminoalkyl group, a polyalkylamino group, a polyethyleneimine with Mw ranging from 400 to about 1,000,000, or a polypropyleneimine; j and k is a numerical value corresponding to the multiplicity of branch points, and its value independently ranges from 1 to 10. l is a numerical value corresponding to the multiplicity of branch points, and its value ranges from 2 to 10. an adsorbent comprising a polyamine phosphorus dendrimer (P-dendrimer) having a
36. The adsorbent of claim 35, wherein Z is polyethyleneimine.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201962793644P | 2019-01-17 | 2019-01-17 | |
US62/793,644 | 2019-01-17 | ||
PCT/US2020/013855 WO2020150457A1 (en) | 2019-01-17 | 2020-01-16 | Polyamine phosphorus dendrimer materials for metal sequestration |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2022517332A JP2022517332A (en) | 2022-03-08 |
JPWO2020150457A5 true JPWO2020150457A5 (en) | 2023-01-26 |
JP7514842B2 JP7514842B2 (en) | 2024-07-11 |
Family
ID=71613430
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021539566A Active JP7514842B2 (en) | 2019-01-17 | 2020-01-16 | Polyamine phosphorus dendrimer materials for metal sequestration |
Country Status (8)
Country | Link |
---|---|
US (1) | US20230101316A1 (en) |
EP (2) | EP3911606B1 (en) |
JP (1) | JP7514842B2 (en) |
KR (1) | KR20210105436A (en) |
CN (1) | CN113474300A (en) |
AU (1) | AU2020208422A1 (en) |
CA (1) | CA3125764A1 (en) |
WO (1) | WO2020150457A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3672721B1 (en) * | 2017-08-21 | 2022-04-13 | Ecole Polytechnique Fédérale de Lausanne (EPFL) | Use of composites for extraction of metal or contaminating chemical species |
CN114539497B (en) * | 2022-04-02 | 2023-03-10 | 南昌航空大学 | Cyclotriphosphazene-acylhydrazone covalent organic polymer material and preparation method and application thereof |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2851565B1 (en) * | 2003-02-26 | 2005-04-01 | Commissariat Energie Atomique | DENDRIMERES PHOSPHORES, PROCESS FOR THEIR PREPARATION AND THEIR USE FOR THE EXTRACTION OF ACTINIDES AND LANTHANIDES |
FR2862651B1 (en) * | 2003-11-24 | 2006-03-31 | Rhodia Cons Spec Ltd | NOVEL DENDRIMERS WITH BISPHOSPHONIC AND DERIVED TERMINATIONS, PROCESS FOR PREPARING SAME AND USE THEREOF |
EP1737899B1 (en) * | 2004-04-20 | 2015-07-08 | Dendritic Nanotechnologies, Inc. | Dendritic polymers with enhanced amplification and interior functionality |
AU2005328706A1 (en) * | 2004-07-16 | 2006-09-14 | California Institute Of Technology | Water treatment by dendrimer-enhanced filtration |
US20090001802A1 (en) * | 2007-05-21 | 2009-01-01 | Diallo Mamadou S | Extraction of Actinides From Mixtures and Ores Using Dendritic Macromolecules |
WO2011016038A1 (en) | 2009-08-05 | 2011-02-10 | Technion Research And Development Foundation Ltd | Method for removal of selenium contaminants from aqueous fluids |
WO2016123594A1 (en) * | 2015-01-30 | 2016-08-04 | California Institute Of Technology | Dendrimer particles and related mixed matrix filtration membranes, compositions, methods, and systems |
CN105536742B (en) * | 2016-02-29 | 2017-12-15 | 衡阳师范学院 | A kind of sewage disposal screen cloth and preparation method thereof |
CN105688864B (en) * | 2016-02-29 | 2018-04-13 | 衡阳师范学院 | One heavy metal species processing screen cloth and preparation method thereof |
JP2017164696A (en) * | 2016-03-16 | 2017-09-21 | 株式会社東芝 | Carbonic acid gas absorbent material, carbonic acid gas recovery system and carbonic acid gas recovery method |
-
2020
- 2020-01-16 CN CN202080016303.6A patent/CN113474300A/en active Pending
- 2020-01-16 US US17/423,586 patent/US20230101316A1/en active Pending
- 2020-01-16 JP JP2021539566A patent/JP7514842B2/en active Active
- 2020-01-16 CA CA3125764A patent/CA3125764A1/en active Pending
- 2020-01-16 KR KR1020217025668A patent/KR20210105436A/en unknown
- 2020-01-16 EP EP20741855.9A patent/EP3911606B1/en active Active
- 2020-01-16 EP EP23211002.3A patent/EP4321247A3/en active Pending
- 2020-01-16 WO PCT/US2020/013855 patent/WO2020150457A1/en unknown
- 2020-01-16 AU AU2020208422A patent/AU2020208422A1/en active Pending
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