IONOMERS WITH IONIC BIS(SULFONYL)IMIDE MOIETY AND MEMBRANES CONTAINING THE SAME
This disclosure provides ionomers comprising a polymeric backbone that includes highly acidic bis(sulfonyl)imide groups and methods of making these ionomers and membranes formed from these ionomers and devices comprising these ionomer membranes.
1 . A bis(sulfonyl)imide ionomer comprising a polymer backbone having the chemical formula:
wherein:
R 1 comprises at least one chemical group selected from the group consisting of:
SO 2 NH 2 ;
sulfonic acid;
alkyl optionally substituted with F, Cl, Br, and I;
aryl optionally substituted with F, Cl, Br, and I;
amine optionally substituted with F, Cl, Br, I, and alkyl;
polysulfone;
polyethersulfone;
and salts thereof;
and combinations thereof; and,
R 2 comprises at least one chemical group selected from the group consisting of:
phenyl optionally substituted with F, Cl, Br, and I;
alkyl optionally substituted with F, Cl, Br, and I;
ether;
polysulfone;
polyethersulfone;
and salts thereof;
and combinations thereof; and,
X 1 and X 2 are independently selected from H, F, Cl, Br, and I;
z is 1-20 and,
n is 2-100.
2 . The ionomer of claim 1 , wherein R 1 comprises SO 2 NH 2 or sulfonic acid.
3 . The ionomer of claim 1 , wherein R 1 comprises phenyl optionally substituted with F, Cl, Br, and I.
4 . The ionomer of claim 1 , wherein:
R 1 comprises —NH—SO 2 —(CX 1 X 2 )z-, and
X 1 and X 2 are independently selected from H, F, Cl, Br, and I; and,
z is 1-20.
5 . The ionomer of claim 1 , wherein:
R 1 comprises,
and m is 2-150 and d is 2-150.
6 . The ionomer of claim 1 , wherein:
R 1 comprises,
and
d is 2-150.
7 . The ionomer of claim 1 , wherein:
R 2 comprises at least one of
Y is SO 3 H, CF 2 SO 3 H, PO 3 H, or N + R where R is alkyl or aryl, n is 1-4, and
Q is O, CO, SO 2 , C—(CH 3 ) 2 , P(O)R wherein R is alkyl, or C(CX 1 X 2 ) z , wherein X 1 and X 2 are independently selected from H, F, Cl, Br, and I; and, z is 1-20.
8 . The ionomer of claim 1 , wherein R 2 comprises: —NH 2 , or —SO 2 NH 2 , or —SO 3 H.
9 . The ionomer of claim 1 , wherein R 2 comprises phenyl optionally substituted with F, Cl, Br, and I.
10 . The ionomer of claim 1 , wherein:
R 2 comprises at least one of —(CX 1 X 2 ) z — or —(CX 1 X 2 )zNH—,
X 1 and X 2 are independently selected from H, F, Cl, Br, and I, and z is 1-20.
11 . The ionomer of claim 1 , wherein
R 2 comprises: the fluorinated biphenyl:
12 . The ionomer of claim 1 , wherein
R 2 comprises:
13 . The ionomer of claim 1 , wherein
R 2 comprises:
14 . The ionomer of claim 1 , wherein
R 2 comprises:
15 . The ionomer of claim 1 , wherein the polymer backbone comprises the chemical formula:
wherein n is 2-100 and wherein Ar is one of:
wherein Y is SO 3 H, CF 2 SO 3 H, PO 3 H, or N + R where R is alkyl or aryl, n is 1-4, and Q is O, CO, SO 2 , C—(CH 3 ) 2 , P(O)R wherein R is alkyl, or C(CX 1 X 2 ) z , wherein X 1 and X 2 are independently selected from H, F, Cl, Br, and I; and, z is 1-20.
16 . The ionomer of claim 1 , wherein the polymer backbone comprises the chemical formula:
wherein n is 2-100 and m is 2-150.
17 . The ionomer of claim 1 , wherein the polymer backbone comprises the chemical formula:
wherein n is 2-100; m is 2-150; d is 2-150; and q is 2-150.
18 . The ionomer of claim 1 , wherein the polymer backbone comprises the chemical formula:
wherein m is 2-150; n is 2-100; and q is 2-150.
19 . A bis(sulfonyl)imide ionomer comprising a polymer backbone having the chemical formula:
wherein n is 2-100 and wherein each Ar is independently:
wherein Y is SO 3 H, CF 2 SO 3 H, PO 3 H, or N + R where R is alkyl or aryl, n is 1-4, and Q is O, CO, SO 2 , C—(CH 3 ) 2 , P(O)R wherein R is alkyl, or C(CX 1 X 2 ) z , wherein X 1 and X 2 are independently selected from H, F, Cl, Br, and I; and, z is 1-20.
20 . The ionomer of claim 1 , wherein the polymer has an ion conductivity of at least 4.8 mS/cm at 70% relative humidity and 60° C.