IP Library Granted Patent US 12,312,443
Granted Patent B2
US 12,312,443 · App. 17/629,285 · Granted May 27, 2025

Polymeric anion-conducting membrane

Inventors: Oliver Conradi (Düsseldorf, DE); Artjom Maljusch (Bochum, DE); Harald Rögl (Wallern an der Trattnach, AT); Gianluigi Luppi (Düsseldorf, DE)
Assignee: Evonik Operations GmbH
C08G65/4031C08J5/2256C25B13/08H01M8/1025H01M8/1072C08J2371/10H01M2300/0082
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Quick Facts
Patent No.
US 12,312,443
App. No.
17/629,285
Granted
May 27, 2025
Kind
B2
Abstract

The present invention provides compounds, especially polymeric compounds, having preferably at least one spiro or piperidine structural unit, a process for preparation thereof and the use thereof as anion conducting membrane.

Claims (21)

1. Compound containing at least one unit of the formula (I)

with X being a structure element comprising a nitrogen atom with a positive charge bonded to C 1 and C 2 and bonded via two bonds to one or two hydrocarbon radical(s) comprising 1 to 12 carbon atoms and Z being a structure element comprising a carbon atom being bonded to C 3 and C 4 and at least one aromatic 6-ring directly bonded to one of the oxygen atoms,

wherein structure element Z represents a unit of formula (IIIa)

with R 1 , R 2 , R 3 , and R 4 , being the same or different alkyl group having from 1 to 4 carbon atoms.

2. Compound according to claim 1 , characterized in that the compound is represented by formula (Ia) or (Ib)

with Y=same or different halogen, M being an integer from 1 to 500, X being a structure element comprising a nitrogen atom with a positive charge bonded to C 1 and C 2 and bonded via two bonds to one or two hydrocarbon radical(s) comprising 1 to 12 carbon atoms, and Z being a structure element comprising a carbon atom being bonded to C 3 and C 4 and at least one aromatic 6-ring directly bonded to one of the oxygen atoms.

3. Compound according to claim 1 , characterized in that the structure element X represents a unit of formula (IIa) or (IIb)

4. Compound according to claim 1 , characterized in that the structure element X present represents in more than 50% of its occurrence a unit of formula (IIa) or (IIb).

5. Compound according to claim 1 , with R 1 , R 2 , R 3 , and R 4 each being a methyl or tert-butyl group.

6. Compound according to claim 1 , characterized in that the compound is represented by at least one of formulas (IVa) to (IVd),

with M a and M b being an integer of from 1 to 500.

7. Compound according to claim 2 , characterized in that the aromatic rings in the compounds of formula (I), (Ia), and (Ib) are not further substituted with one or more halogen or one or more C 1 - to C 4 -alkyl radicals.

8. Process for preparing compounds according to claim 1 , characterized in that it comprises a step in which a compound of the formula (V)

is reacted with one compound selected from formulas (VIa) to (VIb)

9. Process according to claim 8 , characterized in that it comprises a step where an alkylating reagent is used.

10. Process according to claim 8 , characterized in that the aromatic rings in the compounds of formula (V), (VIa), and (VIb) are not further substituted with one or more halogen or one or more C 1 - to C 4 -alkyl radicals.

11. Electrolyzer, characterized in that it includes a compound according to claim 1 .

12. An anion conducting membrane comprising a compound according to claim 1 .

13. A method for performing an electrochemical process selected from electrolysis, electrodialysis and fuel cell technology, wherein an anion conducting membrane according to claim 12 is employed.

14. Compound according to claim 6 , characterized in that the aromatic rings in the compounds of formula (IVa), (IVb), (IVc), and (IVd) are not further substituted with one or more halogen or one or more C1- to C4-alkyl radicals.

15. Process according to claim 8 , characterized in that the process comprises a step where a methylating reagent is used.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 17, 2026
From: EVONIK OPERATIONS GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 075999/0525 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2022
From: CONRADI, OLIVER; MALJUSCH, ARTJOM; RÖGL, HARALD; LUPPI, GIANLUIGI
To: EVONIK OPERATIONS GMBH
Reel/Frame 058730/0139 →
Priority Claims (1)
EP 19187560 · Jul 22, 2019 · regional
Continuity (1)
Related Publication 20220243012A1 · Aug 4, 2022
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