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US 7,459,505 B2Granted
Block copolymers with acidic groups
AssigneeGeneral Motors Corporation
InventorsGerhard Maier, Markus Gross, Hans-Georg Herz
Life of this patent
Estimating the term…
Abstract
Block copolymer that can be formed into an ion-conductive membrane are provided. The block copolymer of the invention includes a first polymer block and a second polymer block attached to the first polymer block. The first polymer block has a main polymer chain and one or more side chains extending from the main polymer chain. The one or more side chains include at least one substituent for proton transfer. Block copolymers utilizing phosphoric acid groups are also provided.
Claims21
A block copolymer for use as a solid polymer electrolyte, the block copolymer comprising a polymer having formula 1:
- (AmBn)p 1
- wherein
- A is a first polymer segment that is repeated m times to form first polymer block Am;
- B is a second polymer segment that is repeated n times to form second polymer block Bn, B being described by formula 2:
- Y1 is —O—, —S—, —CO—, —SO2—, —C(CH3)2—, —C(CF3)2—, —P(O)(T′1)—, —C(CH3)(T′1)—, —P(O)(R4)—, diphenyl methylene, diphenyl silicon, fluorenyl, an alkylene, a bond directly to the next aromatic ring, or
- R1, R2, and R3 are each independently H, C1-10 alkyl, C6-18 aryl, C6-18 aralkyl, SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- R4 is H, C1-10 alkyl, C6-18 aryl, or C6-18 aralkyl;
- T′1 is H or a moiety having at least one substituent for proton transfer;
- i is an integer from 1 to 6;
- and
- T1 is described by formula 3;
- Y2 is —O—, —S—, —CO—, —SO2—, —C(CH3)2—, —C(CF3)2—, —P(O)(R4)—, diphenyl methylene, diphenyl silicon, fluorenyl, an alkylene, or a bond directly to the next aromatic ring;
- R4 is H, C1-10 alkyl, C6-18 aryl, or C6-18 aralkyl;
- R5, R6, R7, R8, R9, R10, R11, R12, and R13 are each independently H, C1-10 alkyl, C6-18 aryl, C6-18 aralkyl, SO3H, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- M is a metal, ammonium, or alkylamonium;
- and
- j is an integer from 1 to 30;
- with the proviso that when j>1, the Y2 between sequential aromatic rings are the same or different:
- the R5, R6, R7, R8, and R9 on sequential aromatic rings are the same or different, wherein at least one of R5, R6, R7, R8, R9, R10, R11, R12, and R13 is —SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- m, n are each independently an integer from 1 to 200;
- and
- p is an integer from 1 to 20;
- wherein first polymer block Am is bonded to second polymer block Bn and the block copolymer is formable into an ion-conductive membrane with the proviso that when i>1, the Y1 between sequential aromatic rings are the same or different:
- the T1 and T′1 on sequential aromatic rings are the same or different;
- the R1, R2, and R3 on sequential aromatic rings are the same or different.
22 more elements
A block copolymer for use as a solid polymer electrolyte, the block copolymer comprising a polymer having formula 1:
- (AmBn)p 1
- wherein A is a first polymer segment described by formula 4:
- B is a second polymer segment described by formula 2:
- Y1 and Y3 each independently —O—, —S—, —CO—, —SO2—, —C(CF3)2—, —P(O)(T′1)—, —C(CH3)(T′1)—, —P(O)(R4)—, diphenyl methylene, diphenyl silicon, fluorenyl, an alkylene, a bond directly to the next aromatic ring, or
- R1 , R2 , and R3 are each independently H, C1-10 alkyl, C6-18 aryl, C6-18 aralkyl, —SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- R4 is H, C1-10 alkyl, C6-18 aryl, or C6-18 aralkyl;
- M is a metal, ammonium, or alkylammonium;
- R14, R15, R16, and R17 are each independently H, C1-18 alkyl, C6-18 aryl, or C6-18 aralkyl;
- T′1 is H or a moiety having at least one substituent for proton transfer:
- m, n are each independently an integer from 1 to 200;
- and
- p is an integer from 1 to 20;
- i is an integer from 1 to 6;
- k is an integer from 1 to 6;
- T1 is given by formula 3:
- Y2 is —O—, —S—, —CO—, —SO2—, —C(CH3)2—, —C(CF3)2—, —P(O)(R4)—, diphenyl methylene, diphenyl silicon, fluorenyl, an alkylene, or a bond directly to the next aromatic ring;
- R4 is H, C1-10 alkyl, C6-18 aryl, or C6-18 aralkyl;
- R5, R6, R7, R8, R9, R10, R11, R12, and R13 are each independently H, C1-10 alkyl, C6-18 aryl, C6-18 aralkyl, SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- M is a metal, ammonium, or alkylammonium;
- and
- j is an integer from 1 to 30,
- with the proviso that when j>1, the Y2 between sequential aromatic rings are the same or different and the R5, R6, R7, R8, and R9 on sequential aromatic rings are the same or different;
- wherein at least one of R5, R6, R7, R8, R9, R10, R11, R12, and R13 is —SO3H, —SO3—M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- with the proviso that when i>1, the Y1 between sequential aromatic rings are the same or different;
- the T1 on sequential aromatic rings are the same or different and R1, R2, and R3 on sequential aromatic rings are the same or different;
- and when k>1, the Y3 between sequential aromatic rings are the same or different and the R14, R15, R16, and R17 on sequential aromatic rings are the same or different;
- wherein for at least one aromatic ring in formula 2, either T1 is not H or one of R1, R2, and R3 is —SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+.
24 more elements
A block copolymer having formula 1:
- (AmBn)p 1
- wherein:
- A is first polymer segment;
- B is a second polymer segment described by formula 17:
- wherein:
- m,nare each independently an integer from 1 to 200;
- and
- p is an integer from 1 to 20;
- R19, R20, R21, R22, R23, R24, R25, R26, R27, R28, R29, R30, R31, R32, R33, and R34 are each independently H, —SO3H, —SO3−M+, —COOH, —COO−M+, —PO3H2, —PO3H−M+, —PO32−M2+, or —PO32−M2+;
- M is a metal, ammonium, or alkylammonium;
- and
- B is a second polymer segment.
9 more elements
Dependencies are inferred from the claim text.