Ion conducting polymers
AssigneeAgency for Science, Technology and Research
InventorsLeong Ming Gan, Pei Yong Chow
Life of this patent
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Abstract
A compound having the general formula (I): −O3S—R1—V1—R2—V2 wherein R1 is a hydrocarbon radical comprising C1 to C10 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are optionally substituted; R2 is a hydrocarbon radical comprising 6 to 20 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are optionally substituted; V1 is a saturated or unsaturated, monocyclic or bicyclic ring system comprising 5 to 9 ring atoms, wherein at least 2 ring atoms are nitrogen atoms forming the same cyclic moiety; and V2 is a moiety comprising a carboxyl group and an unsaturated carbon-carbon bond.
Claims13
A compound having the general formula (I):
- −O3S—R1—V1—R2—V2
- wherein
- R1 is a hydrocarbon radical comprising 1 to 10 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- R2 is a hydrocarbon radical comprising 6 to 20 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- V1 is a saturated or unsaturated, monocyclic or bicyclic ring system comprising 5 to 9 ring atoms, wherein at least 2 ring atoms are nitrogen atoms, said nitrogen atoms being comprised in the same cycle;
- V2 is a moiety comprising a carboxyl group and an unsaturated carbon-carbon bond.
A process for the preparation of a compound having the general formula (I):
- −O3S—R1—V1—R2—V2
- wherein
- R1 is a hydrocarbon radical comprising 1 to 10 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- R2 is a hydrocarbon radical comprising 6 to 20 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- V1 is a saturated or unsaturated, monocyclic or bicyclic ring system comprising 5 to 9 ring atoms, wherein at least 2 ring atoms are nitrogen atoms, said nitrogen atoms being comprised in the same cycle;
- V2 is a moiety comprising a carboxyl group and an unsaturated carbon-carbon bond,
- said process comprising:
- a) reacting a compound having a saturated or unsaturated, monocyclic or bicyclic ring system comprising 5 to 9 ring atoms, wherein at least 2 ring atoms are nitrogen atoms, said nitrogen atoms being comprised in the same cycle,
- with an alcohol having the structure:
- X′—R2—OH
- wherein
- X′ is halogen, and
- R2 is a hydrocarbon radical comprising 6 to 20 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- b) reacting the product obtained from a) with a sultone;
- and
- c) reacting the product obtained from b) with a compound having the formula (IIa):
- 13
- wherein
- X is a halogen;
- and
- R3, R4 and R5 are independently selected from the group consisting of H and C1-C4 alkyl, independently substituted or not substituted.
A process for producing an ion conducting membrane, comprising copolymerizing at least one copolymerizable surfactant with a copolymerizable monomer in a bicontinuous microemulsion polymerization mixture, said mixture comprising:
- i) about 15% to 50% by weight of water;
- ii) about 10% to 50% by weight of at least one copolymerizable surfactant having the formula (I):
- −O3S—R1—V1—R2—V2
- wherein
- R1 is a hydrocarbon radical comprising 1 to 10 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- R2 is a hydrocarbon radical comprising 6 to 20 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- V1 is a saturated or unsaturated, monocyclic or bicyclic ring system comprising 5 to 9 ring atoms, wherein at least 2 ring atoms are nitrogen atoms, said nitrogen atoms being comprised in the same cycle;
- V2 is a moiety comprising a carboxyl group and an unsaturated carbon-carbon bond;
- and
- iii) about 5% to 40% by weight of at least one copolymerizable monomer;
- wherein said weight percents are based on the total weight of the microemulsion.
An ion conducting membrane comprising a copolymer, wherein said copolymer comprises a monomer having the general formula (I):
- −O3S—R1—V1—R2—V2
- wherein
- R1 is a hydrocarbon radical comprising 1 to 10 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- R2 is a hydrocarbon radical comprising 6 to 20 main chain carbon atoms, wherein hydrogen atoms bonded to the main chain carbon atoms are independently substituted or not substituted;
- V1 is a saturated or unsaturated, monocyclic or bicyclic ring system comprising 5 to 9 ring atoms, wherein at least 2 ring atoms are nitrogen atoms, said nitrogen atoms being comprised in the same cycle;
- V2 is a moiety comprising a carboxyl group and an unsaturated carbon-carbon bond.
Dependencies are inferred from the claim text.