Polymeric anion-conducting membrane
The present invention provides compounds, especially polymeric compounds, having at least one imidazole and/or imidazolium structural unit, a process for preparation thereof and for the use thereof.
1. A compound containing a unit of the formula (Ia) or (Ib)
wherein R 1 , R 2 , R 3 and R 4 are the same or different and are —H or any desired group,
R 5 and R 11 are the same or different and are an alkyl or perfluoroalkyl radical,
R 6 and R 10 are the same or different and are an oligomer or polymer radical, wherein at least one of the R 6 or R 10 radicals is an oligomer or polymer radical attached via an oxygen atom to the ring carbon atom, and
R 7 , R 8 and R 9 are the same or different and are —H or any desired group.
2. The compound according to claim 1 , wherein the compound is an oligomer or polymer having at least 2 units of the formula (Ia) or (Ib).
3. The compound according to claim 1 , wherein R 6 and R 10 represent a polymer radical.
4. The compound according to claim 1 , wherein the compound is a polymer compound wherein the polymer radicals R 6 and R 10 have one or more units of the formula (IIa) and/or (IIb) and/or (IIIa) and/or (IIIb)
wherein L=1 to 25 and where Rx and Ry and Rx′ and Ry′ are the same or different and are an alkyl, phenyl or perfluoroalkyl radical.
5. The compound according to claim 1 , wherein the compound is of the formula (IVa), (IVb), (IVc), (IVd), (IVe) or (IVf)
wherein L=1 to 25 and L′=2 to 25 and M=1 to 500.
6. The compound according to claim 1 , wherein the compound is of the formula (Va) or (Vb)
wherein Rx and Ry are the same or different and are —CH 3 or —CF 3 and A=5 to 500, B=5 to 500, C=1 to 500 and D=0 to 1000, where the units indicated by the indices A, B, C and D may occur in blockwise or random distribution in the compound.
7. The compound according to claim 1 wherein the compound is of the formula (VIa) to (VId)
wherein L=1 to 25 and where Rx and Ry are the same or different and are —CH 3 or —CF 3 and m=1 to 500, n=1 to 500 and N=1 to 500, where the units indicated by the indices m, n and N may occur in blockwise or random distribution in the compound.
8. A process for preparing a compound of claim 1 , wherein the process comprises a step in which a compound of the formula (X)
wherein R 1 , R 2 , R 3 and R 4 are the same or different and are —H or any desired group, is reacted with a compound of the formula (XI)
wherein R 7 , R 8 and R 9 are the same or different and are —H or any desired group, and R 6 and R 10 =—F, to give a compound (XII)
wherein R 1 , R 2 , R 3 , R 4 , R 7 , R 8 and R 9 are the same or different and are —H or any desired group and R 6 and R 10 =—F,
and the compound of the formula (XII) is reacted with a methylating reagent or trifluoromethylating reagent to obtain a compound as follows
wherein R 1 , R 2 , R 3 , R 4 , R 7 , R 8 and R 9 are the same or different and are —H or any desired group,
R 5 =alkyl or perfluoroalkyl radical and R6 and R10=—F, and
wherein the process further includes a subsequent process step to form the compound of claim 1 .
9. The process according to claim 8 , having a process step in which the compound of claim 1 is reacted with a compound of the formula (Ia′) to give an oligomer of the formula (Ia″).
10. The process according to claim 9 , having a process step in which the reaction product of the compound of claim 1 or formula (Ia″) is reacted with a compound of the formula (XIII)
where Rx and Ry are the same or different and are an alkyl or perfluoroalkyl radical, and a difluoro compound or a compound of the formula (XIV)
where Rx′ and Ry′ are the same or different and are an alkyl or perfluoroalkyl radical.
11. The process according to claim 10 , having a process step in which the compound of claim 1 is reacted with a compound of the formula (Ia′) to give an oligomer of the formula (Ia″) and reacting the oligomer of the formula (Ia″) with an alkylating reagent.
12. An anion-conducting membrane comprising the compound according to claim 1 .
13. An electrolyzer comprising the compound according to claim 1 .
14. The compound according to claim 1 , wherein
R 1 , R 2 , R 3 and R 4 are —H, and
R 7 , R 8 and R 9 are —H.
15. The compound according to claim 4 , wherein
L=from 1 to 9.
16. The compound according to claim 5 , wherein
L=from 1 to 9, and
L′=3 to 9.
17. The compound according to claim 7 , wherein
L=from 1 to 9, and
n=5 to 50.