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US 10,947,338 B2Granted
Block polymer and polymer electrolyte membrane comprising same
AssigneeLG Chem, Ltd.
InventorsYong Jin Jang, Joong Jin Han, Youngjea Kim, Esder Kang, Yunah Yu, Eunju Park, Yu Jin Kim
Life of this patent
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Abstract
The present specification relates to a block polymer and a polymer electrolyte membrane including the same, a membrane-electrode assembly including the polymer electrolyte membrane, a fuel cell including the membrane-electrode assembly and a redox flow battery including the polymer electrolyte membrane.
Claims13
A block polymer comprising:
- a hydrophobic block;
- and
- a hydrophilic block,
- wherein the hydrophilic block includes a unit derived from a compound represented by the following Chemical Formula 1, and
- the hydrophobic block includes a cationic group and a halogen group:
- in Chemical Formula 1,
- A is —SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−2M+, —O(CF2)mSO3H, —O(CF2)mSO3−M+, —O(CF2)mCOOH, —O(CF2)mCOO−M+, —O(CF2)mPO3H2, —O(CF2)mPO3H−M+ or —O(CF2)mPO32−2M+;
- m is an integer of 2 to 6;
- M is a group 1 element;
- R1 to R5 are the same as or different from each other, and each independently hydrogen;
- a halogen group;
- or a hydroxyl group;
- at least two of R1 to R5 are a halogen group;
- or a hydroxyl group;
- R6 and R7 are the same as or different from each other, and each independently a halogen group;
- L1 is a direct bond;
- —S—;
- —O—;
- —N(R)—;
- —SO2—;
- or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms;
- a is an integer of 0 to 2, and when a is 2, structures in the parentheses are the same as or different from each other;
- R is hydrogen;
- or a substituted or unsubstituted alkyl group;
- n is an integer of 2 to 10, and when n is 2 or greater, structures in the parentheses are the same as or different from each other,
- wherein the hydrophobic block includes a unit derived from one or more types of a compound represented by the following Chemical Formula 3, a compound represented by the following Chemical Formula 4, and a compound represented by the following Chemical Formula 5:
- in Chemical Formula 3 and Chemical Formula 4:
- A1 and A2 are the same as or different from each other, and each independently a hydroxyl group;
- a thiol group;
- or a halogen group;
- S1 and S2 are the same as or different from each other, and each independently hydrogen;
- deuterium;
- a halogen group;
- a nitrile group;
- a nitro group;
- a hydroxyl group;
- a substituted or unsubstituted alkyl group;
- a substituted or unsubstituted cycloalkyl group;
- a substituted or unsubstituted alkoxy group;
- a substituted or unsubstituted alkenyl group;
- a substituted or unsubstituted silyl group;
- a substituted or unsubstituted aryl group;
- a substituted or unsubstituted heterocyclic group;
- -(L2)b-N+R11R12R13;
- -(L2)b-P+R11R12R13;
- or a structure represented by the following Chemical Formula 2;
- c and d are each an integer of 1 to 4;
- when c and d are each an integer of 2 or greater, structures in the two or more parentheses are the same as or different from each other;
- S3 and S4 are the same as or different from each other, and each independently hydrogen;
- a halogen group;
- an alkyl group;
- or a haloalkyl group;
- E1 and E2 are the same as or different from each other, and each independently a hydroxyl group;
- a thiol group;
- or a halogen group;
- e is an integer of 1 to 4;
- f is an integer of 1 to 3;
- when e and f are each an integer of 2 or greater, structures in the parentheses are the same as or different from each other;
- S5 is hydrogen;
- deuterium;
- a halogen group;
- a nitrile group;
- a nitro group;
- a hydroxyl group;
- a substituted or unsubstituted alkyl group;
- a substituted or unsubstituted cycloalkyl group:
- a substituted or unsubstituted alkoxy group;
- a substituted or unsubstituted alkenyl group;
- a substituted or unsubstituted silyl group;
- a substituted or unsubstituted aryl group;
- a substituted or unsubstituted heterocyclic group -(L2)b-N+R11R12R13:
- -(L2)b-P+R11R12R13;
- or a structure represented by the following Chemical Formula 2;
- S3 and S4 are each independently a halogen group or a haloalkyl group, or S5 is a halogen group or a haloalkyl group;
- and
- the hydrophobic block includes one, two or more of -(L2)b-N+R11R12R13;
- -(L2)b-P+R11R12R13;
- and a structure represented by the following Chemical Formula 2,
- in Chemical Formula 5:
- X1 is a direct bond;
- —CO—;
- —SO2—;
- or an alkylene group substituted with a halogen group;
- X2 is —O—;
- or —S—;
- X3 is a direct bond or an alkylene group substituted with a halogen group;
- k is 0 or 1;
- p, q, r and s are each independently an integer of 0 to 4;
- t, u, v and w are each independently 0 or 1;
- a sum of t, u, v and w is 1 or greater;
- a sum of p and t, a sum of q and u, a sum of r and v and a sum of s and w are each 4;
- when p, q, r and s are each 2 or greater, substituents in the parentheses are the same as or different from each other;
- R21 to R24 are the same as or different from each other, and each independently hydrogen or a halogen group;
- at least one of X1 and X3 is an alkylene group substituted with a halogen group, and at least one of R21 to R24 is a halogen group;
- R31 to R34 are hydrogen;
- -(L2)b-N+R11R12R13;
- -(L2)b-P+R11R12R13;
- or a cationic group represented by the Chemical Formula 2;
- and
- at least one of R31 to R34 is -(L2)b-N+R11R12R13;
- -(L2)b-P+R11R12R13;
- or a cationic group represented by the Chemical Formula 2;
- in Chemical Formula 2,
- L2 is a direct bond:
- —O—;
- —N(R14)—;
- —S—;
- —SO2—;
- or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms;
- b is an integer of 1 to 10;
- when b is 2 or greater, the two or more L2s are the same as or different from each other;
- and
- R11 to R15 are the same as or different from each other, and each independently hydrogen;
- or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.
111 more elements
Dependencies are inferred from the claim text.