NZ817580B2 - Charge-bearing cyclodextrin polymeric materials and methods of making and using same - Google Patents
Charge-bearing cyclodextrin polymeric materials and methods of making and using sameInfo
- Publication number
- NZ817580B2 NZ817580B2 NZ817580A NZ81758020A NZ817580B2 NZ 817580 B2 NZ817580 B2 NZ 817580B2 NZ 817580 A NZ817580 A NZ 817580A NZ 81758020 A NZ81758020 A NZ 81758020A NZ 817580 B2 NZ817580 B2 NZ 817580B2
- Authority
- NZ
- New Zealand
- Prior art keywords
- polymeric material
- porous polymeric
- heteroarylene
- arylene
- alkyl
- Prior art date
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Abstract
The present disclosure relates to charge-bearing polymeric materials and methods of their use for purifying fluid samples from micropollulants, such as anionic micropollutants.
Claims (18)
1. A porous polymeric material comprising a plurality of cyclodextrins crosslinked with a plurality of aryl diisocyanate crosslinkers, wherein one or more of the plurality of cyclodextrins are bound to a linker of formula (I): wherein A is an aryl moiety; each R1 is ndently H or C1-C6 alkyl; each R2 is ndently H or alkyl; each W is independently a bond, an alkylene group, an arylene group, a heteroarylene group, -O-arylene-, -(CH2)a-arylene-, -SO2-arylene-, -NH-arylene-, -S-arylene-, -O- heteroarylene-, -(CH2)a-heteroarylene-, -SO2-heteroarylene-, -NH-heteroarylene-, -S- heteroarylene-, –(–O–(CH2)a–)x–, –(–NH–(CH2)a–)x–, CH2)a–)x–, , or , wherein a is 0-100 and x is 1-100, and each arylene or heteroarylene moiety can be substituted or unsubstituted; each Z is a ic moiety; each L is ; A’ is a covalent bond to A; Z’ is a covalent bond to Z; * is a covalent bond to ; is a point of ment to the plurality of cyclodextrin carbon atoms; x is 0-8; y1 is 1-4; y2 is 1-4; and y3 is 0-4.
2. The porous polymeric material of claim 1, wherein each Z is independently -N(R3)3+, - P(R3)3+, -S(R3)2+, or heteroaryl+, wherein each R3 is independently -H, -C1-C6 alkyl, -C1-C3 haloalkyl, -aryl, -C(O)N(Ra)(Rb), or Ra)(Rb), wherein each Ra and Rb is independently H or C1-C6 alkyl.
3. The porous polymeric material of claim 2, wherein Z is -N(R3)3+.
4. The porous polymeric material of claim 2, wherein W is .
5. The porous ric material of claim 4, wherein Z is -N(R3)3+.
6. The porous polymeric material of claim 1, wherein each instance of –W–Z is taken er to form .
7. Th e porous polymeric material of claim 1, wherein each cyclodextrin is independently selected from the group consisting of a-cyclodextrin, ß-cyclodextrin, and odextrin.
8. The porous polymeric material of claim 1, wherein R1 and R2 are H.
9. The po rous polymeric material of claim 1, wherein the aryl moiety is , , , , , , , , , , , , , , , , or , wherein represents any of the substituents attached to A in formula (I).
10. The porous polymeric material of claim 9, wherein the plurality of aryl diisocyanate crosslinkers comprise 4,4'-methylene diphenyl diisocyanate, 2,4'-methylene diphenyl diisocyanate, luene diisocyanate, 2,6-toluene diisocyanate, or ations thereof; the aryl moiety is selected from the group consisting of , , , and combinations thereof; each R1 is H; and each R2 is H or alkyl.
11. The porous polymeric material of claim 10, wherein the ity of aryl diisocyanate crosslinkers comprise 4,4’-methylene diphenyl diisocyanate.
12. The porous polymeric material of claim 10, wherein each Z is ndently -N(R3) 3+, - P(R3)3+, -S(R3) 2+, or heteroaryl+, wherein each R3 is independently -H, -C1-C6 alkyl, -C1-C3 haloalkyl, -aryl, -C(O)N(Ra)(Rb), or -SO2N(Ra)(Rb), wherein each Ra and Rb is ndently H or C1-C6 alkyl.
13. The porous polymeric material of claim 12, wherein Z is -N(R3)3+.
14. The porous polymeric material of claim 12, wherein W is .
15. The porous polymeric material of claim 14, wherein Z is -N(R3)3+.
16. The porous polymeric material of claim 10, wherein each instance of –W–Z is taken together to form .
17. A method of purifying a fluid sample sing one or more pollutants, the method comprising contacting the fluid sample with the porous polymeric material of claim 1, whereby at least 50 wt. % of the total amount of the one or more pollutants in the fluid sample is adsorbed by the porous polymeric al.
18. A method of purifying a fluid sample comprising one or more pollutan ts, the method comprising contacting the fluid sample with the porous polymeric material of claim 10, whereby at least 50 wt. % of the total amount of the one or more pollutants in the fluid sample is ed by the porous polymeric material. ?x;a? ?x? '1‘ - ‘~ :3}:
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201962805505P | 2019-02-14 | 2019-02-14 | |
| NZ794050A NZ794050B2 (en) | 2020-02-13 | Charge-bearing cyclodextrin polymeric materials and methods of making and using same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NZ817580A NZ817580A (en) | 2025-07-25 |
| NZ817580B2 true NZ817580B2 (en) | 2025-10-29 |
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