Curable compositions and membranes
US-9527973-B2 · Dec 27, 2016 · US
US10336873B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10336873-B2 |
| Application number | US-201514826746-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 14, 2015 |
| Priority date | Mar 7, 2013 |
| Publication date | Jul 2, 2019 |
| Grant date | Jul 2, 2019 |
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A functional polymer membrane of the present invention contains a polymer containing at least a structure represented by the following Formula (I), a method for producing the membrane, and an ion exchange apparatus: wherein R 1 and R 2 each represent a hydrogen atom or an alkyl group; R 3 to R 6 each represent a substituent; R 3 to R 6 may be bonded to each other and form a ring; A 1 to A 4 each represent a single bond or a divalent linking group; M 1 represents a hydrogen ion, an organic base ion, or a metal ion; J 1 represents a single bond, —O—, —S—, —SO 2 —, —CO—, —CR 8 R 9 —, or an alkenylene group, and R 8 and R 9 each represent a hydrogen atom, an alkyl group, or a halogen atom; and k1, k2, k3, k4, n1, n2, m1, m2, p, and q each represent a particular integer.
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What is claimed is: 1. A functional polymer membrane comprising a polymer containing at least a structure represented by the following Formula (I): wherein in Formula (I), R 1 and R 2 each independently represent a hydrogen atom or an alkyl group; R 3 , R 4 , R 5 and R 6 each independently represent a substituent, and k1, k2, k3 and k4 each independently represent an integer from 0 to 4; in the case where R 3 , R 4 , R 5 and R 6 are plural, R 3 , R 4 , R 5 and R 6 may be respectively identical to or different from each other, or may be bonded to each other and form a ring; A 1 , A 2 , A 3 and A 4 each independently represent a single bond or a divalent linking group; M 1 represents a hydrogen ion, an organic base ion, or a metal ion; in the case where M 1 is plural, M 1 may be identical to or different from each other; n1 and n2 each independently represent an integer from 1 to 4, and m1 and m2 each independently represent 0 or 1; J 1 represents a single bond, —O—, —S—, —CO—, —CR 8 R 9 —, or an alkenylene group, and R 8 and R 9 each independently represent a hydrogen atom, an alkyl group, or a halogen atom; and p represents an integer of 1 or larger, and q represents an integer from 1 to 4. 2. A functional polymer membrane comprising a polymer containing a structure represented by the following Formula (I-1): wherein in Formula (I-1), R 1 and R 2 each independently represent a hydrogen atom or an alkyl group; R 3 , R 4 , R 5 and R 6 each independently represent a substituent, and k1, k2, k3 and k4 each independently represent an integer from 0 to 4; in the case where R 3 , R 4 , R 5 and R 6 are plural, R 3 , R 4 , R 5 and R 6 may be respectively identical to or different from each other, or may be bonded to each other and form a ring; A 1 , A 2 , A 3 and A 4 each independently represent a single bond or a divalent linking group; M 1 represents a hydrogen ion, an organic base ion, or a metal ion; in the case where M 1 is plural, M 1 may be identical to or different from each other; n1 and n2 each independently represent an integer from 1 to 4, and m1 and m2 each independently represent 0 or 1; J 1 represents a single bond, —O—, —S—, —SO 2 —, —CO—, —CR 8 R 9 —, or an alkenylene group, and R 8 and R 9 each independently represent a hydrogen atom, an alkyl group, or a halogen atom; and p represents an integer of 1 or larger, and qq represents an integer from 1 to 4. 3. The functional polymer membrane according to claim 1 , wherein the membrane comprises a porous support, and the polymer containing at least a structure represented by Formula (I) is formed on at least the surface of the porous support. 4. The functional polymer membrane according to claim 3 , wherein the polymer containing at least a structure represented by Formula (I) is filled in pores of the porous support. 5. The functional polymer membrane according to claim 3 , wherein the porous support is a woven or non-woven fabric. 6. The functional polymer membrane according to claim 4 , wherein the polymer containing at least a structure represented by Formula (I) is a polymer containing a structure represented by the following Formula (P1), the functional polymer membrane has a structure in which the polymer is on the surface of and/or embedded in the pores of the porous support, and has a burst strength of 294,300 N/m 2 or more: wherein in Formula (P1), R A1 represents a hydrogen atom or an alkyl group; Z 1 represents —O— or —NRa-, wherein Ra represents a hydrogen atom or an alkyl group; and M + represents a hydrogen ion or an alkali metal ion. 7. The functional polymer membrane according to claim 6 , wherein the polymer containing a structure represented by Formula (P1) is a polymer containing a structure represented by the following Formula (CP1), which contains at least the following partial structures [A] and [B]: wherein in Formula (CP1), R A1 , Z 1 and M + have the same meanings as R A1 , Z 1 and M + in Formula (P1), respectively; and R A2 represents a hydrogen atom or an alkyl group, and R A3 represents an organic group having no ethylenically unsaturated group, wherein any one of *1 to *4 of at least one partial structure [A] is bonded to **1 or **2 of at least one partial structure [B]. 8. The functional polymer membrane according to claim 7 , wherein R A1 and/or R A2 are each a hydrogen atom; and Z 1 represents —NRa-. 9. The functional polymer membrane according to claim 1 , wherein M 1 in Formula (I) represents an organic base ion. 10. The functional polymer membrane according to claim 6 , wherein M + represents a sodium ion. 11. The functional polymer membrane according to claim 7 , wherein the partial structure [A] is the following partial structure [A-1]: wherein in partial structure [A-1], M + represents a hydrogen ion or an alkali metal ion; and *1 to *4 represent sites of bonding. 12. The functional polymer membrane according to claim 7 , wherein the partial structure [B] is the following partial structure [B-2]: wherein in partial structure [B-2], R A2 , **1, and **2 have the same meanings as R A2 , **1, and **2 in the partial structure [B], respectively; and M A1 + represents a hydrogen ion or an alkali metal ion. 13. The functional polymer membrane according to claim 1 , wherein the functional polymer membrane has a thickness of 150 μm or less. 14. The functional polymer membrane according to claim 1 , wherein the functional polymer membrane is formed by subjecting a composition containing a polymerizable compound represented by the following Formula (II) to a polymerization curing reaction: wherein in Formula (II), R 1 and R 2 each independently represent a hydrogen atom or an alkyl group; R 3 , R 4 , R 5 and R 6 each independently represent a substituent, and k1, k2, k3 and k4 each independently represent an integer from 0 to 4; in the case where R 3 , R 4 , R 5 and R 6 , are plural, R 3 , R 4 , R 5 and R 6 may be respectively identical to or different from each other, or may be bonded to each other and form a ring; A 1 , A 2 , A 3 and A 4 each independently represent a single bond or a divalent linking group; M 1 represents a hydrogen ion, an organic base ion, or a metal ion; in the case where M 1 is plural, M 1 may be identical to or different from each other; n1 and n2 each independently represent an integer from 1 to 4, and m1 and m2 each independently represent 0 or 1; J 1 represents a single bond, —O—, —S—, —CO—, —CR 8 R 9 —, or an alkenylene group, and R 8 and R 9 each independently represent a hydrogen atom, an alkyl group, or a halogen atom; and p represents an integer of 1 or larger, and q represents an integer from 1 to 4. 15. An ion exchange membrane comprising the functional polymer membrane according to claim 1 . 16. A proton conductive membrane comprising the functional po
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